diff --git a/.gitignore b/.gitignore
index b776e1999c2..cc01240a405 100644
--- a/.gitignore
+++ b/.gitignore
@@ -305,5 +305,8 @@ site/
 !404.html
 !docs/overrides/*.html
 
+# CDK
+.cdk
+
 !.github/workflows/lib
 examples/**/sam/.aws-sam
diff --git a/aws_lambda_powertools/__init__.py b/aws_lambda_powertools/__init__.py
index 65b5eb86730..750ae92c4d1 100644
--- a/aws_lambda_powertools/__init__.py
+++ b/aws_lambda_powertools/__init__.py
@@ -1,8 +1,8 @@
 # -*- coding: utf-8 -*-
 
-"""Top-level package for Lambda Python Powertools."""
-
+from pathlib import Path
 
+"""Top-level package for Lambda Python Powertools."""
 from .logging import Logger  # noqa: F401
 from .metrics import Metrics, single_metric  # noqa: F401
 from .package_logger import set_package_logger_handler
@@ -10,4 +10,6 @@
 
 __author__ = """Amazon Web Services"""
 
+PACKAGE_PATH = Path(__file__).parent
+
 set_package_logger_handler()
diff --git a/aws_lambda_powertools/event_handler/api_gateway.py b/aws_lambda_powertools/event_handler/api_gateway.py
index 903fc7e828f..11adcfc2ed6 100644
--- a/aws_lambda_powertools/event_handler/api_gateway.py
+++ b/aws_lambda_powertools/event_handler/api_gateway.py
@@ -32,7 +32,7 @@
 _SAFE_URI = "-._~()'!*:@,;"  # https://www.ietf.org/rfc/rfc3986.txt
 # API GW/ALB decode non-safe URI chars; we must support them too
 _UNSAFE_URI = "%<> \[\]{}|^"  # noqa: W605
-_NAMED_GROUP_BOUNDARY_PATTERN = fr"(?P\1[{_SAFE_URI}{_UNSAFE_URI}\\w]+)"
+_NAMED_GROUP_BOUNDARY_PATTERN = rf"(?P\1[{_SAFE_URI}{_UNSAFE_URI}\\w]+)"
 
 
 class ProxyEventType(Enum):
@@ -124,10 +124,11 @@ def __init__(
 
     def to_dict(self) -> Dict[str, str]:
         """Builds the configured Access-Control http headers"""
-        headers = {
+        headers: Dict[str, str] = {
             "Access-Control-Allow-Origin": self.allow_origin,
             "Access-Control-Allow-Headers": ",".join(sorted(self.allow_headers)),
         }
+
         if self.expose_headers:
             headers["Access-Control-Expose-Headers"] = ",".join(self.expose_headers)
         if self.max_age is not None:
@@ -145,7 +146,8 @@ def __init__(
         status_code: int,
         content_type: Optional[str],
         body: Union[str, bytes, None],
-        headers: Optional[Dict] = None,
+        headers: Optional[Dict[str, Union[str, List[str]]]] = None,
+        cookies: Optional[List[str]] = None,
     ):
         """
 
@@ -158,13 +160,16 @@ def __init__(
             provided http headers
         body: Union[str, bytes, None]
             Optionally set the response body. Note: bytes body will be automatically base64 encoded
-        headers: dict
-            Optionally set specific http headers. Setting "Content-Type" hear would override the `content_type` value.
+        headers: dict[str, Union[str, List[str]]]
+            Optionally set specific http headers. Setting "Content-Type" here would override the `content_type` value.
+        cookies: list[str]
+            Optionally set cookies.
         """
         self.status_code = status_code
         self.body = body
         self.base64_encoded = False
-        self.headers: Dict = headers or {}
+        self.headers: Dict[str, Union[str, List[str]]] = headers if headers else {}
+        self.cookies = cookies or []
         if content_type:
             self.headers.setdefault("Content-Type", content_type)
 
@@ -196,11 +201,12 @@ def _add_cors(self, cors: CORSConfig):
 
     def _add_cache_control(self, cache_control: str):
         """Set the specified cache control headers for 200 http responses. For non-200 `no-cache` is used."""
-        self.response.headers["Cache-Control"] = cache_control if self.response.status_code == 200 else "no-cache"
+        cache_control = cache_control if self.response.status_code == 200 else "no-cache"
+        self.response.headers["Cache-Control"] = cache_control
 
     def _compress(self):
         """Compress the response body, but only if `Accept-Encoding` headers includes gzip."""
-        self.response.headers["Content-Encoding"] = "gzip"
+        self.response.headers["Content-Encoding"].append("gzip")
         if isinstance(self.response.body, str):
             logger.debug("Converting string response to bytes before compressing it")
             self.response.body = bytes(self.response.body, "utf-8")
@@ -226,11 +232,12 @@ def build(self, event: BaseProxyEvent, cors: Optional[CORSConfig] = None) -> Dic
             logger.debug("Encoding bytes response with base64")
             self.response.base64_encoded = True
             self.response.body = base64.b64encode(self.response.body).decode()
+
         return {
             "statusCode": self.response.status_code,
-            "headers": self.response.headers,
             "body": self.response.body,
             "isBase64Encoded": self.response.base64_encoded,
+            **event.header_serializer().serialize(headers=self.response.headers, cookies=self.response.cookies),
         }
 
 
@@ -596,7 +603,7 @@ def _path_starts_with(path: str, prefix: str):
 
     def _not_found(self, method: str) -> ResponseBuilder:
         """Called when no matching route was found and includes support for the cors preflight response"""
-        headers = {}
+        headers: Dict[str, Union[str, List[str]]] = {}
         if self._cors:
             logger.debug("CORS is enabled, updating headers.")
             headers.update(self._cors.to_dict())
diff --git a/aws_lambda_powertools/event_handler/appsync.py b/aws_lambda_powertools/event_handler/appsync.py
index 896b303cd08..4ddc51cd102 100644
--- a/aws_lambda_powertools/event_handler/appsync.py
+++ b/aws_lambda_powertools/event_handler/appsync.py
@@ -1,5 +1,4 @@
 import logging
-from abc import ABC
 from typing import Any, Callable, Optional, Type, TypeVar
 
 from aws_lambda_powertools.utilities.data_classes import AppSyncResolverEvent
@@ -10,7 +9,7 @@
 AppSyncResolverEventT = TypeVar("AppSyncResolverEventT", bound=AppSyncResolverEvent)
 
 
-class BaseRouter(ABC):
+class BaseRouter:
     current_event: AppSyncResolverEventT  # type: ignore[valid-type]
     lambda_context: LambdaContext
 
diff --git a/aws_lambda_powertools/shared/headers_serializer.py b/aws_lambda_powertools/shared/headers_serializer.py
new file mode 100644
index 00000000000..4db7effe81b
--- /dev/null
+++ b/aws_lambda_powertools/shared/headers_serializer.py
@@ -0,0 +1,111 @@
+import warnings
+from collections import defaultdict
+from typing import Any, Dict, List, Union
+
+
+class BaseHeadersSerializer:
+    """
+    Helper class to correctly serialize headers and cookies for Amazon API Gateway,
+    ALB and Lambda Function URL response payload.
+    """
+
+    def serialize(self, headers: Dict[str, Union[str, List[str]]], cookies: List[str]) -> Dict[str, Any]:
+        """
+        Serializes headers and cookies according to the request type.
+        Returns a dict that can be merged with the response payload.
+
+        Parameters
+        ----------
+        headers: Dict[str, List[str]]
+            A dictionary of headers to set in the response
+        cookies: List[str]
+            A list of cookies to set in the response
+        """
+        raise NotImplementedError()
+
+
+class HttpApiHeadersSerializer(BaseHeadersSerializer):
+    def serialize(self, headers: Dict[str, Union[str, List[str]]], cookies: List[str]) -> Dict[str, Any]:
+        """
+        When using HTTP APIs or LambdaFunctionURLs, everything is taken care automatically for us.
+        We can directly assign a list of cookies and a dict of headers to the response payload, and the
+        runtime will automatically serialize them correctly on the output.
+
+        https://docs.aws.amazon.com/apigateway/latest/developerguide/http-api-develop-integrations-lambda.html#http-api-develop-integrations-lambda.proxy-format
+        https://docs.aws.amazon.com/apigateway/latest/developerguide/http-api-develop-integrations-lambda.html#http-api-develop-integrations-lambda.response
+        """
+
+        # Format 2.0 doesn't have multiValueHeaders or multiValueQueryStringParameters fields.
+        # Duplicate headers are combined with commas and included in the headers field.
+        combined_headers: Dict[str, str] = {}
+        for key, values in headers.items():
+            if isinstance(values, str):
+                combined_headers[key] = values
+            else:
+                combined_headers[key] = ", ".join(values)
+
+        return {"headers": combined_headers, "cookies": cookies}
+
+
+class MultiValueHeadersSerializer(BaseHeadersSerializer):
+    def serialize(self, headers: Dict[str, Union[str, List[str]]], cookies: List[str]) -> Dict[str, Any]:
+        """
+        When using REST APIs, headers can be encoded using the `multiValueHeaders` key on the response.
+        This is also the case when using an ALB integration with the `multiValueHeaders` option enabled.
+        The solution covers headers with just one key or multiple keys.
+
+        https://docs.aws.amazon.com/apigateway/latest/developerguide/set-up-lambda-proxy-integrations.html#api-gateway-simple-proxy-for-lambda-output-format
+        https://docs.aws.amazon.com/elasticloadbalancing/latest/application/lambda-functions.html#multi-value-headers-response
+        """
+        payload: Dict[str, List[str]] = defaultdict(list)
+
+        for key, values in headers.items():
+            if isinstance(values, str):
+                payload[key].append(values)
+            else:
+                for value in values:
+                    payload[key].append(value)
+
+        if cookies:
+            payload.setdefault("Set-Cookie", [])
+            for cookie in cookies:
+                payload["Set-Cookie"].append(cookie)
+
+        return {"multiValueHeaders": payload}
+
+
+class SingleValueHeadersSerializer(BaseHeadersSerializer):
+    def serialize(self, headers: Dict[str, Union[str, List[str]]], cookies: List[str]) -> Dict[str, Any]:
+        """
+        The ALB integration has `multiValueHeaders` disabled by default.
+        If we try to set multiple headers with the same key, or more than one cookie, print a warning.
+
+        https://docs.aws.amazon.com/elasticloadbalancing/latest/application/lambda-functions.html#respond-to-load-balancer
+        """
+        payload: Dict[str, Dict[str, str]] = {}
+        payload.setdefault("headers", {})
+
+        if cookies:
+            if len(cookies) > 1:
+                warnings.warn(
+                    "Can't encode more than one cookie in the response. Sending the last cookie only. "
+                    "Did you enable multiValueHeaders on the ALB Target Group?"
+                )
+
+            # We can only send one cookie, send the last one
+            payload["headers"]["Set-Cookie"] = cookies[-1]
+
+        for key, values in headers.items():
+            if isinstance(values, str):
+                payload["headers"][key] = values
+            else:
+                if len(values) > 1:
+                    warnings.warn(
+                        f"Can't encode more than one header value for the same key ('{key}') in the response. "
+                        "Did you enable multiValueHeaders on the ALB Target Group?"
+                    )
+
+                # We can only set one header per key, send the last one
+                payload["headers"][key] = values[-1]
+
+        return payload
diff --git a/aws_lambda_powertools/utilities/data_classes/alb_event.py b/aws_lambda_powertools/utilities/data_classes/alb_event.py
index 159779c86a7..1bd49fd05b6 100644
--- a/aws_lambda_powertools/utilities/data_classes/alb_event.py
+++ b/aws_lambda_powertools/utilities/data_classes/alb_event.py
@@ -1,5 +1,10 @@
 from typing import Dict, List, Optional
 
+from aws_lambda_powertools.shared.headers_serializer import (
+    BaseHeadersSerializer,
+    MultiValueHeadersSerializer,
+    SingleValueHeadersSerializer,
+)
 from aws_lambda_powertools.utilities.data_classes.common import BaseProxyEvent, DictWrapper
 
 
@@ -30,3 +35,11 @@ def multi_value_query_string_parameters(self) -> Optional[Dict[str, List[str]]]:
     @property
     def multi_value_headers(self) -> Optional[Dict[str, List[str]]]:
         return self.get("multiValueHeaders")
+
+    def header_serializer(self) -> BaseHeadersSerializer:
+        # When using the ALB integration, the `multiValueHeaders` feature can be disabled (default) or enabled.
+        # We can determine if the feature is enabled by looking if the event has a `multiValueHeaders` key.
+        if self.multi_value_headers:
+            return MultiValueHeadersSerializer()
+
+        return SingleValueHeadersSerializer()
diff --git a/aws_lambda_powertools/utilities/data_classes/api_gateway_proxy_event.py b/aws_lambda_powertools/utilities/data_classes/api_gateway_proxy_event.py
index be374aba398..030d9739fa4 100644
--- a/aws_lambda_powertools/utilities/data_classes/api_gateway_proxy_event.py
+++ b/aws_lambda_powertools/utilities/data_classes/api_gateway_proxy_event.py
@@ -1,5 +1,10 @@
 from typing import Any, Dict, List, Optional
 
+from aws_lambda_powertools.shared.headers_serializer import (
+    BaseHeadersSerializer,
+    HttpApiHeadersSerializer,
+    MultiValueHeadersSerializer,
+)
 from aws_lambda_powertools.utilities.data_classes.common import (
     BaseProxyEvent,
     BaseRequestContext,
@@ -106,6 +111,9 @@ def path_parameters(self) -> Optional[Dict[str, str]]:
     def stage_variables(self) -> Optional[Dict[str, str]]:
         return self.get("stageVariables")
 
+    def header_serializer(self) -> BaseHeadersSerializer:
+        return MultiValueHeadersSerializer()
+
 
 class RequestContextV2AuthorizerIam(DictWrapper):
     @property
@@ -250,3 +258,6 @@ def path(self) -> str:
     def http_method(self) -> str:
         """The HTTP method used. Valid values include: DELETE, GET, HEAD, OPTIONS, PATCH, POST, and PUT."""
         return self.request_context.http.method
+
+    def header_serializer(self):
+        return HttpApiHeadersSerializer()
diff --git a/aws_lambda_powertools/utilities/data_classes/common.py b/aws_lambda_powertools/utilities/data_classes/common.py
index 2109ee3dd3e..ffd608f3015 100644
--- a/aws_lambda_powertools/utilities/data_classes/common.py
+++ b/aws_lambda_powertools/utilities/data_classes/common.py
@@ -2,6 +2,8 @@
 import json
 from typing import Any, Dict, Optional
 
+from aws_lambda_powertools.shared.headers_serializer import BaseHeadersSerializer
+
 
 class DictWrapper:
     """Provides a single read only access to a wrapper dict"""
@@ -127,6 +129,9 @@ def get_header_value(
         """
         return get_header_value(self.headers, name, default_value, case_sensitive)
 
+    def header_serializer(self) -> BaseHeadersSerializer:
+        raise NotImplementedError()
+
 
 class RequestContextClientCert(DictWrapper):
     @property
diff --git a/docs/core/event_handler/api_gateway.md b/docs/core/event_handler/api_gateway.md
index f4f45a051f8..c4cae718289 100644
--- a/docs/core/event_handler/api_gateway.md
+++ b/docs/core/event_handler/api_gateway.md
@@ -312,11 +312,18 @@ For convenience, these are the default values when using `CORSConfig` to enable
 
 ### Fine grained responses
 
-You can use the `Response` class to have full control over the response, for example you might want to add additional headers or set a custom Content-type.
+You can use the `Response` class to have full control over the response. For example, you might want to add additional headers, cookies, or set a custom Content-type.
+
+???+ info
+    Powertools serializes headers and cookies according to the type of input event.
+    Some event sources require headers and cookies to be encoded as `multiValueHeaders`.
+
+???+ warning "Using multiple values for HTTP headers in ALB?"
+    Make sure you [enable the multi value headers feature](https://docs.aws.amazon.com/elasticloadbalancing/latest/application/lambda-functions.html#multi-value-headers) to serialize response headers correctly.
 
 === "fine_grained_responses.py"
 
-    ```python hl_lines="7 24-28"
+    ```python hl_lines="7 24-29"
     --8<-- "examples/event_handler_rest/src/fine_grained_responses.py"
     ```
 
diff --git a/docs/upgrade.md b/docs/upgrade.md
new file mode 100644
index 00000000000..91ad54e42d3
--- /dev/null
+++ b/docs/upgrade.md
@@ -0,0 +1,57 @@
+---
+title: Upgrade guide
+description: Guide to update between major Powertools versions
+---
+
+<!-- markdownlint-disable MD043 -->
+
+## Migrate to v2 from v1
+
+The transition from Powertools for Python v1 to v2 is as painless as possible, as we aimed for minimal breaking changes.
+Changes at a glance:
+
+* The API for **event handler's `Response`** has minor changes to support multi value headers and cookies.
+
+???+ important
+    Powertools for Python v2 drops suport for Python 3.6, following the Python 3.6 End-Of-Life (EOL) reached on December 23, 2021.
+
+### Initial Steps
+
+Before you start, we suggest making a copy of your current working project or create a new branch with git.
+
+1. **Upgrade** Python to at least v3.7
+
+2. **Ensure** you have the latest `aws-lambda-powertools`
+
+    ```bash
+    pip install aws-lambda-powertools -U
+    ```
+
+3. **Review** the following sections to confirm whether they affect your code
+
+## Event Handler Response (headers and cookies)
+
+The `Response` class of the event handler utility changed slightly:
+
+1. The `headers` parameter now expects either a value or list of values per header (type `Union[str, Dict[str, List[str]]]`)
+2. We introduced a new `cookies` parameter (type `List[str]`)
+
+???+ note
+    Code that set headers as `Dict[str, str]` will still work unchanged.
+
+```python hl_lines="6 12 13"
+@app.get("/todos")
+def get_todos():
+    # Before
+    return Response(
+        # ...
+        headers={"Content-Type": "text/plain"}
+    )
+
+    # After
+    return Response(
+        # ...
+        headers={"Content-Type": ["text/plain"]},
+        cookies=["CookieName=CookieValue"]
+    )
+```
diff --git a/examples/event_handler_rest/src/binary_responses_output.json b/examples/event_handler_rest/src/binary_responses_output.json
index 0938dee6811..ec59d251732 100644
--- a/examples/event_handler_rest/src/binary_responses_output.json
+++ b/examples/event_handler_rest/src/binary_responses_output.json
@@ -1,7 +1,7 @@
 {
     "body": "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",
-    "headers": {
-        "Content-Type": "image/svg+xml"
+    "multiValueHeaders": {
+        "Content-Type": ["image/svg+xml"]
     },
     "isBase64Encoded": true,
     "statusCode": 200
diff --git a/examples/event_handler_rest/src/compressing_responses_output.json b/examples/event_handler_rest/src/compressing_responses_output.json
index 0836b3aa726..60a63966494 100644
--- a/examples/event_handler_rest/src/compressing_responses_output.json
+++ b/examples/event_handler_rest/src/compressing_responses_output.json
@@ -1,8 +1,8 @@
 {
     "statusCode": 200,
-    "headers": {
-        "Content-Type": "application/json",
-        "Content-Encoding": "gzip"
+    "multiValueHeaders": {
+        "Content-Type": ["application/json"],
+        "Content-Encoding": ["gzip"]
     },
     "body": "H4sIAAAAAAACE42STU4DMQyFrxJl3QXln96AMyAW7sSDLCVxiJ0Kqerd8TCCUOgii1EmP/783pOPXjmw+N3L0TfB+hz8brvxtC5KGtHvfMCIkzZx0HT5MPmNnziViIr2dIYoeNr8Q1x3xHsjcVadIbkZJoq2RXU8zzQROLseQ9505NzeCNQdMJNBE+UmY4zbzjAJhWtlZ57sB84BWtul+rteH2HPlVgWARwjqXkxpklK5gmEHAQqJBMtFsGVygcKmNVRjG0wxvuzGF2L0dpVUOKMC3bfJNjJgWMrCuZk7cUp02AiD72D6WKHHwUDKbiJs6AZ0VZXKOUx4uNvzdxT+E4mLcMA+6G8nzrLQkaxkNEVrFKW2VGbJCoCY7q2V3+tiv5kGThyxfTecDWbgGz/NfYXhL6ePgF9PnFdPgMAAA==",
     "isBase64Encoded": true
diff --git a/examples/event_handler_rest/src/fine_grained_responses.py b/examples/event_handler_rest/src/fine_grained_responses.py
index 3e477160307..4892de9c798 100644
--- a/examples/event_handler_rest/src/fine_grained_responses.py
+++ b/examples/event_handler_rest/src/fine_grained_responses.py
@@ -19,13 +19,14 @@ def get_todos():
     todos: requests.Response = requests.get("https://jsonplaceholder.typicode.com/todos")
     todos.raise_for_status()
 
-    custom_headers = {"X-Transaction-Id": f"{uuid4()}"}
+    custom_headers = {"X-Transaction-Id": [f"{uuid4()}"]}
 
     return Response(
         status_code=HTTPStatus.OK.value,  # 200
         content_type=content_types.APPLICATION_JSON,
         body=todos.json()[:10],
         headers=custom_headers,
+        cookies=["<cookie-name>=<cookie-value>; Secure; Expires=<date>"],
     )
 
 
diff --git a/examples/event_handler_rest/src/fine_grained_responses_output.json b/examples/event_handler_rest/src/fine_grained_responses_output.json
index c3d58098e80..1ce606839b1 100644
--- a/examples/event_handler_rest/src/fine_grained_responses_output.json
+++ b/examples/event_handler_rest/src/fine_grained_responses_output.json
@@ -1,8 +1,9 @@
 {
     "statusCode": 200,
-    "headers": {
-        "Content-Type": "application/json",
-        "X-Transaction-Id": "3490eea9-791b-47a0-91a4-326317db61a9"
+    "multiValueHeaders": {
+        "Content-Type": ["application/json"],
+        "X-Transaction-Id": ["3490eea9-791b-47a0-91a4-326317db61a9"],
+        "Set-Cookie": ["<cookie-name>=<cookie-value>; Secure; Expires=<date>"]
     },
     "body": "{\"todos\":[{\"userId\":1,\"id\":1,\"title\":\"delectus aut autem\",\"completed\":false},{\"userId\":1,\"id\":2,\"title\":\"quis ut nam facilis et officia qui\",\"completed\":false},{\"userId\":1,\"id\":3,\"title\":\"fugiat veniam minus\",\"completed\":false},{\"userId\":1,\"id\":4,\"title\":\"et porro tempora\",\"completed\":true},{\"userId\":1,\"id\":5,\"title\":\"laboriosam mollitia et enim quasi adipisci quia provident illum\",\"completed\":false},{\"userId\":1,\"id\":6,\"title\":\"qui ullam ratione quibusdam voluptatem quia omnis\",\"completed\":false},{\"userId\":1,\"id\":7,\"title\":\"illo expedita consequatur quia in\",\"completed\":false},{\"userId\":1,\"id\":8,\"title\":\"quo adipisci enim quam ut ab\",\"completed\":true},{\"userId\":1,\"id\":9,\"title\":\"molestiae perspiciatis ipsa\",\"completed\":false},{\"userId\":1,\"id\":10,\"title\":\"illo est ratione doloremque quia maiores aut\",\"completed\":true}]}",
     "isBase64Encoded": false
diff --git a/examples/event_handler_rest/src/getting_started_rest_api_resolver_output.json b/examples/event_handler_rest/src/getting_started_rest_api_resolver_output.json
index 2ef3714531f..24d2b5c6dbc 100644
--- a/examples/event_handler_rest/src/getting_started_rest_api_resolver_output.json
+++ b/examples/event_handler_rest/src/getting_started_rest_api_resolver_output.json
@@ -1,7 +1,7 @@
 {
     "statusCode": 200,
-    "headers": {
-        "Content-Type": "application/json"
+    "multiValueHeaders": {
+        "Content-Type": ["application/json"]
     },
     "body": "{\"todos\":[{\"userId\":1,\"id\":1,\"title\":\"delectus aut autem\",\"completed\":false},{\"userId\":1,\"id\":2,\"title\":\"quis ut nam facilis et officia qui\",\"completed\":false},{\"userId\":1,\"id\":3,\"title\":\"fugiat veniam minus\",\"completed\":false},{\"userId\":1,\"id\":4,\"title\":\"et porro tempora\",\"completed\":true},{\"userId\":1,\"id\":5,\"title\":\"laboriosam mollitia et enim quasi adipisci quia provident illum\",\"completed\":false},{\"userId\":1,\"id\":6,\"title\":\"qui ullam ratione quibusdam voluptatem quia omnis\",\"completed\":false},{\"userId\":1,\"id\":7,\"title\":\"illo expedita consequatur quia in\",\"completed\":false},{\"userId\":1,\"id\":8,\"title\":\"quo adipisci enim quam ut ab\",\"completed\":true},{\"userId\":1,\"id\":9,\"title\":\"molestiae perspiciatis ipsa\",\"completed\":false},{\"userId\":1,\"id\":10,\"title\":\"illo est ratione doloremque quia maiores aut\",\"completed\":true}]}",
     "isBase64Encoded": false
diff --git a/examples/event_handler_rest/src/setting_cors_output.json b/examples/event_handler_rest/src/setting_cors_output.json
index ca86e892d38..19660941e91 100644
--- a/examples/event_handler_rest/src/setting_cors_output.json
+++ b/examples/event_handler_rest/src/setting_cors_output.json
@@ -1,9 +1,9 @@
 {
     "statusCode": 200,
-    "headers": {
-        "Content-Type": "application/json",
-        "Access-Control-Allow-Origin": "https://www.example.com",
-        "Access-Control-Allow-Headers": "Authorization,Content-Type,X-Amz-Date,X-Amz-Security-Token,X-Api-Key"
+    "multiValueHeaders": {
+        "Content-Type": ["application/json"],
+        "Access-Control-Allow-Origin": ["https://www.example.com"],
+        "Access-Control-Allow-Headers": ["Authorization,Content-Type,X-Amz-Date,X-Amz-Security-Token,X-Api-Key"]
     },
     "body": "{\"todos\":[{\"userId\":1,\"id\":1,\"title\":\"delectus aut autem\",\"completed\":false},{\"userId\":1,\"id\":2,\"title\":\"quis ut nam facilis et officia qui\",\"completed\":false},{\"userId\":1,\"id\":3,\"title\":\"fugiat veniam minus\",\"completed\":false},{\"userId\":1,\"id\":4,\"title\":\"et porro tempora\",\"completed\":true},{\"userId\":1,\"id\":5,\"title\":\"laboriosam mollitia et enim quasi adipisci quia provident illum\",\"completed\":false},{\"userId\":1,\"id\":6,\"title\":\"qui ullam ratione quibusdam voluptatem quia omnis\",\"completed\":false},{\"userId\":1,\"id\":7,\"title\":\"illo expedita consequatur quia in\",\"completed\":false},{\"userId\":1,\"id\":8,\"title\":\"quo adipisci enim quam ut ab\",\"completed\":true},{\"userId\":1,\"id\":9,\"title\":\"molestiae perspiciatis ipsa\",\"completed\":false},{\"userId\":1,\"id\":10,\"title\":\"illo est ratione doloremque quia maiores aut\",\"completed\":true}]}",
     "isBase64Encoded": false
diff --git a/mkdocs.yml b/mkdocs.yml
index 171cf36eb13..59fcdfa6a08 100644
--- a/mkdocs.yml
+++ b/mkdocs.yml
@@ -10,6 +10,7 @@ nav:
   - Tutorial: tutorial/index.md
   - Roadmap: roadmap.md
   - API reference: api/" target="_blank
+  - Upgrade guide: upgrade.md
   - Core utilities:
       - core/tracer.md
       - core/logger.md
diff --git a/poetry.lock b/poetry.lock
index 9b94cb96cfe..43c92ec29ac 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -8,30 +8,62 @@ python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*"
 
 [[package]]
 name = "attrs"
-version = "21.4.0"
+version = "22.1.0"
 description = "Classes Without Boilerplate"
 category = "dev"
 optional = false
-python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*"
+python-versions = ">=3.5"
 
 [package.extras]
-dev = ["coverage[toml] (>=5.0.2)", "hypothesis", "pympler", "pytest (>=4.3.0)", "six", "mypy", "pytest-mypy-plugins", "zope.interface", "furo", "sphinx", "sphinx-notfound-page", "pre-commit", "cloudpickle"]
-docs = ["furo", "sphinx", "zope.interface", "sphinx-notfound-page"]
-tests = ["coverage[toml] (>=5.0.2)", "hypothesis", "pympler", "pytest (>=4.3.0)", "six", "mypy", "pytest-mypy-plugins", "zope.interface", "cloudpickle"]
-tests_no_zope = ["coverage[toml] (>=5.0.2)", "hypothesis", "pympler", "pytest (>=4.3.0)", "six", "mypy", "pytest-mypy-plugins", "cloudpickle"]
+dev = ["cloudpickle", "coverage[toml] (>=5.0.2)", "furo", "hypothesis", "mypy (>=0.900,!=0.940)", "pre-commit", "pympler", "pytest (>=4.3.0)", "pytest-mypy-plugins", "sphinx", "sphinx-notfound-page", "zope.interface"]
+docs = ["furo", "sphinx", "sphinx-notfound-page", "zope.interface"]
+tests = ["cloudpickle", "coverage[toml] (>=5.0.2)", "hypothesis", "mypy (>=0.900,!=0.940)", "pympler", "pytest (>=4.3.0)", "pytest-mypy-plugins", "zope.interface"]
+tests_no_zope = ["cloudpickle", "coverage[toml] (>=5.0.2)", "hypothesis", "mypy (>=0.900,!=0.940)", "pympler", "pytest (>=4.3.0)", "pytest-mypy-plugins"]
 
 [[package]]
 name = "aws-cdk-lib"
-version = "2.23.0"
+version = "2.38.1"
 description = "Version 2 of the AWS Cloud Development Kit library"
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = "~=3.7"
+
+[package.dependencies]
+constructs = ">=10.0.0,<11.0.0"
+jsii = ">=1.63.2,<2.0.0"
+publication = ">=0.0.3"
+typeguard = ">=2.13.3,<2.14.0"
+
+[[package]]
+name = "aws-cdk.aws-apigatewayv2-alpha"
+version = "2.38.1a0"
+description = "The CDK Construct Library for AWS::APIGatewayv2"
+category = "dev"
+optional = false
+python-versions = "~=3.7"
+
+[package.dependencies]
+aws-cdk-lib = ">=2.38.1,<3.0.0"
+constructs = ">=10.0.0,<11.0.0"
+jsii = ">=1.63.2,<2.0.0"
+publication = ">=0.0.3"
+typeguard = ">=2.13.3,<2.14.0"
+
+[[package]]
+name = "aws-cdk.aws-apigatewayv2-integrations-alpha"
+version = "2.38.1a0"
+description = "Integrations for AWS APIGateway V2"
+category = "dev"
+optional = false
+python-versions = "~=3.7"
 
 [package.dependencies]
+aws-cdk-lib = ">=2.38.1,<3.0.0"
+"aws-cdk.aws-apigatewayv2-alpha" = "2.38.1.a0"
 constructs = ">=10.0.0,<11.0.0"
-jsii = ">=1.57.0,<2.0.0"
+jsii = ">=1.63.2,<2.0.0"
 publication = ">=0.0.3"
+typeguard = ">=2.13.3,<2.14.0"
 
 [[package]]
 name = "aws-xray-sdk"
@@ -47,11 +79,11 @@ wrapt = "*"
 
 [[package]]
 name = "bandit"
-version = "1.7.1"
+version = "1.7.4"
 description = "Security oriented static analyser for python code."
 category = "dev"
 optional = false
-python-versions = ">=3.5"
+python-versions = ">=3.7"
 
 [package.dependencies]
 colorama = {version = ">=0.3.9", markers = "platform_system == \"Windows\""}
@@ -59,57 +91,57 @@ GitPython = ">=1.0.1"
 PyYAML = ">=5.3.1"
 stevedore = ">=1.20.0"
 
+[package.extras]
+test = ["beautifulsoup4 (>=4.8.0)", "coverage (>=4.5.4)", "fixtures (>=3.0.0)", "flake8 (>=4.0.0)", "pylint (==1.9.4)", "stestr (>=2.5.0)", "testscenarios (>=0.5.0)", "testtools (>=2.3.0)", "toml"]
+toml = ["toml"]
+yaml = ["pyyaml"]
+
 [[package]]
 name = "black"
-version = "21.12b0"
+version = "22.6.0"
 description = "The uncompromising code formatter."
 category = "dev"
 optional = false
 python-versions = ">=3.6.2"
 
 [package.dependencies]
-click = ">=7.1.2"
-dataclasses = {version = ">=0.6", markers = "python_version < \"3.7\""}
+click = ">=8.0.0"
 mypy-extensions = ">=0.4.3"
-pathspec = ">=0.9.0,<1"
+pathspec = ">=0.9.0"
 platformdirs = ">=2"
-tomli = ">=0.2.6,<2.0.0"
+tomli = {version = ">=1.1.0", markers = "python_full_version < \"3.11.0a7\""}
 typed-ast = {version = ">=1.4.2", markers = "python_version < \"3.8\" and implementation_name == \"cpython\""}
-typing-extensions = [
-    {version = ">=3.10.0.0", markers = "python_version < \"3.10\""},
-    {version = "!=3.10.0.1", markers = "python_version >= \"3.10\""},
-]
+typing-extensions = {version = ">=3.10.0.0", markers = "python_version < \"3.10\""}
 
 [package.extras]
 colorama = ["colorama (>=0.4.3)"]
 d = ["aiohttp (>=3.7.4)"]
 jupyter = ["ipython (>=7.8.0)", "tokenize-rt (>=3.2.0)"]
-python2 = ["typed-ast (>=1.4.3)"]
 uvloop = ["uvloop (>=0.15.2)"]
 
 [[package]]
 name = "boto3"
-version = "1.23.10"
+version = "1.24.58"
 description = "The AWS SDK for Python"
 category = "main"
 optional = false
-python-versions = ">= 3.6"
+python-versions = ">= 3.7"
 
 [package.dependencies]
-botocore = ">=1.26.10,<1.27.0"
+botocore = ">=1.27.58,<1.28.0"
 jmespath = ">=0.7.1,<2.0.0"
-s3transfer = ">=0.5.0,<0.6.0"
+s3transfer = ">=0.6.0,<0.7.0"
 
 [package.extras]
 crt = ["botocore[crt] (>=1.21.0,<2.0a0)"]
 
 [[package]]
 name = "botocore"
-version = "1.26.10"
+version = "1.27.58"
 description = "Low-level, data-driven core of boto 3."
 category = "main"
 optional = false
-python-versions = ">= 3.6"
+python-versions = ">= 3.7"
 
 [package.dependencies]
 jmespath = ">=0.7.1,<2.0.0"
@@ -117,21 +149,7 @@ python-dateutil = ">=2.1,<3.0.0"
 urllib3 = ">=1.25.4,<1.27"
 
 [package.extras]
-crt = ["awscrt (==0.13.8)"]
-
-[[package]]
-name = "cattrs"
-version = "1.0.0"
-description = "Composable complex class support for attrs."
-category = "dev"
-optional = false
-python-versions = "*"
-
-[package.dependencies]
-attrs = ">=17.3"
-
-[package.extras]
-dev = ["bumpversion", "wheel", "watchdog", "flake8", "tox", "coverage", "sphinx", "pytest", "hypothesis", "pendulum"]
+crt = ["awscrt (==0.14.0)"]
 
 [[package]]
 name = "cattrs"
@@ -156,22 +174,22 @@ python-versions = ">=3.6"
 
 [[package]]
 name = "charset-normalizer"
-version = "2.0.12"
+version = "2.1.1"
 description = "The Real First Universal Charset Detector. Open, modern and actively maintained alternative to Chardet."
 category = "dev"
 optional = false
-python-versions = ">=3.5.0"
+python-versions = ">=3.6.0"
 
 [package.extras]
 unicode_backport = ["unicodedata2"]
 
 [[package]]
 name = "click"
-version = "8.0.4"
+version = "8.1.3"
 description = "Composable command line interface toolkit"
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.7"
 
 [package.dependencies]
 colorama = {version = "*", markers = "platform_system == \"Windows\""}
@@ -187,38 +205,31 @@ python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*"
 
 [[package]]
 name = "constructs"
-version = "10.1.1"
+version = "10.1.85"
 description = "A programming model for software-defined state"
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = "~=3.7"
 
 [package.dependencies]
-jsii = ">=1.57.0,<2.0.0"
+jsii = ">=1.65.0,<2.0.0"
 publication = ">=0.0.3"
+typeguard = ">=2.13.3,<2.14.0"
 
 [[package]]
 name = "coverage"
-version = "6.2"
+version = "6.4.4"
 description = "Code coverage measurement for Python"
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.7"
 
 [package.dependencies]
-tomli = {version = "*", optional = true, markers = "extra == \"toml\""}
+tomli = {version = "*", optional = true, markers = "python_full_version <= \"3.11.0a6\" and extra == \"toml\""}
 
 [package.extras]
 toml = ["tomli"]
 
-[[package]]
-name = "dataclasses"
-version = "0.8"
-description = "A backport of the dataclasses module for Python 3.6"
-category = "main"
-optional = false
-python-versions = ">=3.6, <3.7"
-
 [[package]]
 name = "decorator"
 version = "5.1.1"
@@ -236,8 +247,8 @@ optional = true
 python-versions = ">=3.6,<4.0"
 
 [package.extras]
-dnssec = ["cryptography (>=2.6,<37.0)"]
 curio = ["curio (>=1.2,<2.0)", "sniffio (>=1.1,<2.0)"]
+dnssec = ["cryptography (>=2.6,<37.0)"]
 doh = ["h2 (>=4.1.0)", "httpx (>=0.21.1)", "requests (>=2.23.0,<3.0.0)", "requests-toolbelt (>=0.9.1,<0.10.0)"]
 idna = ["idna (>=2.1,<4.0)"]
 trio = ["trio (>=0.14,<0.20)"]
@@ -294,7 +305,7 @@ optional = false
 python-versions = "*"
 
 [package.extras]
-devel = ["colorama", "jsonschema", "json-spec", "pylint", "pytest", "pytest-benchmark", "pytest-cache", "validictory"]
+devel = ["colorama", "json-spec", "jsonschema", "pylint", "pytest", "pytest-benchmark", "pytest-cache", "validictory"]
 
 [[package]]
 name = "flake8"
@@ -310,9 +321,22 @@ mccabe = ">=0.6.0,<0.7.0"
 pycodestyle = ">=2.7.0,<2.8.0"
 pyflakes = ">=2.3.0,<2.4.0"
 
+[[package]]
+name = "flake8-black"
+version = "0.3.3"
+description = "flake8 plugin to call black as a code style validator"
+category = "dev"
+optional = false
+python-versions = ">=3.7"
+
+[package.dependencies]
+black = ">=22.1.0"
+flake8 = ">=3.0.0"
+tomli = "*"
+
 [[package]]
 name = "flake8-bugbear"
-version = "22.7.1"
+version = "22.8.23"
 description = "A plugin for flake8 finding likely bugs and design problems in your program. Contains warnings that don't belong in pyflakes and pycodestyle."
 category = "dev"
 optional = false
@@ -341,28 +365,27 @@ test = ["coverage", "coveralls", "mock", "pytest", "pytest-cov"]
 
 [[package]]
 name = "flake8-comprehensions"
-version = "3.7.0"
+version = "3.10.0"
 description = "A flake8 plugin to help you write better list/set/dict comprehensions."
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.7"
 
 [package.dependencies]
-flake8 = ">=3.0,<3.2.0 || >3.2.0,<5"
+flake8 = ">=3.0,<3.2.0 || >3.2.0"
 importlib-metadata = {version = "*", markers = "python_version < \"3.8\""}
 
 [[package]]
 name = "flake8-debugger"
-version = "4.0.0"
+version = "4.1.2"
 description = "ipdb/pdb statement checker plugin for flake8"
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.7"
 
 [package.dependencies]
 flake8 = ">=3.0"
 pycodestyle = "*"
-six = "*"
 
 [[package]]
 name = "flake8-eradicate"
@@ -428,7 +451,7 @@ python-versions = "*"
 python-dateutil = ">=2.8.1"
 
 [package.extras]
-dev = ["twine", "markdown", "flake8", "wheel"]
+dev = ["flake8", "markdown", "twine", "wheel"]
 
 [[package]]
 name = "gitdb"
@@ -443,15 +466,15 @@ smmap = ">=3.0.1,<6"
 
 [[package]]
 name = "gitpython"
-version = "3.1.20"
-description = "Python Git Library"
+version = "3.1.27"
+description = "GitPython is a python library used to interact with Git repositories"
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.7"
 
 [package.dependencies]
 gitdb = ">=4.0.1,<5"
-typing-extensions = {version = ">=3.7.4.3", markers = "python_version < \"3.10\""}
+typing-extensions = {version = ">=3.7.4.3", markers = "python_version < \"3.8\""}
 
 [[package]]
 name = "idna"
@@ -474,24 +497,9 @@ typing-extensions = {version = ">=3.6.4", markers = "python_version < \"3.8\""}
 zipp = ">=0.5"
 
 [package.extras]
-docs = ["sphinx", "jaraco.packaging (>=9)", "rst.linker (>=1.9)"]
+docs = ["jaraco.packaging (>=9)", "rst.linker (>=1.9)", "sphinx"]
 perf = ["ipython"]
-testing = ["pytest (>=6)", "pytest-checkdocs (>=2.4)", "pytest-flake8", "pytest-cov", "pytest-enabler (>=1.3)", "packaging", "pyfakefs", "flufl.flake8", "pytest-perf (>=0.9.2)", "pytest-black (>=0.3.7)", "pytest-mypy (>=0.9.1)", "importlib-resources (>=1.3)"]
-
-[[package]]
-name = "importlib-resources"
-version = "5.4.0"
-description = "Read resources from Python packages"
-category = "dev"
-optional = false
-python-versions = ">=3.6"
-
-[package.dependencies]
-zipp = {version = ">=3.1.0", markers = "python_version < \"3.10\""}
-
-[package.extras]
-docs = ["sphinx", "jaraco.packaging (>=8.2)", "rst.linker (>=1.9)"]
-testing = ["pytest (>=6)", "pytest-checkdocs (>=2.4)", "pytest-flake8", "pytest-cov", "pytest-enabler (>=1.0.1)", "pytest-black (>=0.3.7)", "pytest-mypy"]
+testing = ["flufl.flake8", "importlib-resources (>=1.3)", "packaging", "pyfakefs", "pytest (>=6)", "pytest-black (>=0.3.7)", "pytest-checkdocs (>=2.4)", "pytest-cov", "pytest-enabler (>=1.3)", "pytest-flake8", "pytest-mypy (>=0.9.1)", "pytest-perf (>=0.9.2)"]
 
 [[package]]
 name = "iniconfig"
@@ -510,18 +518,18 @@ optional = false
 python-versions = ">=3.6.1,<4.0"
 
 [package.extras]
-pipfile_deprecated_finder = ["pipreqs", "requirementslib"]
-requirements_deprecated_finder = ["pipreqs", "pip-api"]
 colors = ["colorama (>=0.4.3,<0.5.0)"]
+pipfile_deprecated_finder = ["pipreqs", "requirementslib"]
 plugins = ["setuptools"]
+requirements_deprecated_finder = ["pip-api", "pipreqs"]
 
 [[package]]
 name = "jinja2"
-version = "3.0.3"
+version = "3.1.2"
 description = "A very fast and expressive template engine."
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.7"
 
 [package.dependencies]
 MarkupSafe = ">=2.0"
@@ -531,44 +539,44 @@ i18n = ["Babel (>=2.7)"]
 
 [[package]]
 name = "jmespath"
-version = "0.10.0"
+version = "1.0.1"
 description = "JSON Matching Expressions"
 category = "main"
 optional = false
-python-versions = ">=2.6, !=3.0.*, !=3.1.*, !=3.2.*"
+python-versions = ">=3.7"
 
 [[package]]
 name = "jsii"
-version = "1.57.0"
+version = "1.65.0"
 description = "Python client for jsii runtime"
 category = "dev"
 optional = false
-python-versions = "~=3.6"
+python-versions = "~=3.7"
 
 [package.dependencies]
-attrs = ">=21.2,<22.0"
-cattrs = [
-    {version = ">=1.0.0,<1.1.0", markers = "python_version < \"3.7\""},
-    {version = ">=1.8,<22.2", markers = "python_version >= \"3.7\""},
-]
-importlib-resources = {version = "*", markers = "python_version < \"3.7\""}
+attrs = ">=21.2,<23.0"
+cattrs = ">=1.8,<22.2"
+publication = ">=0.0.3"
 python-dateutil = "*"
+typeguard = ">=2.13.3,<2.14.0"
 typing-extensions = ">=3.7,<5.0"
 
 [[package]]
 name = "mako"
-version = "1.1.6"
-description = "A super-fast templating language that borrows the  best ideas from the existing templating languages."
+version = "1.2.1"
+description = "A super-fast templating language that borrows the best ideas from the existing templating languages."
 category = "dev"
 optional = false
-python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*"
+python-versions = ">=3.7"
 
 [package.dependencies]
+importlib-metadata = {version = "*", markers = "python_version < \"3.8\""}
 MarkupSafe = ">=0.9.2"
 
 [package.extras]
 babel = ["babel"]
 lingua = ["lingua"]
+testing = ["pytest"]
 
 [[package]]
 name = "mando"
@@ -600,11 +608,11 @@ testing = ["coverage", "pyyaml"]
 
 [[package]]
 name = "markupsafe"
-version = "2.0.1"
+version = "2.1.1"
 description = "Safely add untrusted strings to HTML/XML markup."
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.7"
 
 [[package]]
 name = "mccabe"
@@ -878,14 +886,14 @@ markdown = ">=3.0"
 
 [[package]]
 name = "platformdirs"
-version = "2.4.0"
+version = "2.5.2"
 description = "A small Python module for determining appropriate platform-specific dirs, e.g. a \"user data dir\"."
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.7"
 
 [package.extras]
-docs = ["Sphinx (>=4)", "furo (>=2021.7.5b38)", "proselint (>=0.10.2)", "sphinx-autodoc-typehints (>=1.12)"]
+docs = ["furo (>=2021.7.5b38)", "proselint (>=0.10.2)", "sphinx (>=4)", "sphinx-autodoc-typehints (>=1.12)"]
 test = ["appdirs (==1.4.4)", "pytest (>=6)", "pytest-cov (>=2.7)", "pytest-mock (>=3.6)"]
 
 [[package]]
@@ -944,12 +952,11 @@ optional = true
 python-versions = ">=3.6.1"
 
 [package.dependencies]
-dataclasses = {version = ">=0.6", markers = "python_version < \"3.7\""}
 typing-extensions = ">=3.7.4.3"
 
 [package.extras]
-email = ["email-validator (>=1.0.3)"]
 dotenv = ["python-dotenv (>=0.10.4)"]
+email = ["email-validator (>=1.0.3)"]
 
 [[package]]
 name = "pyflakes"
@@ -983,22 +990,22 @@ markdown = ">=3.2"
 
 [[package]]
 name = "pyparsing"
-version = "3.0.7"
-description = "Python parsing module"
+version = "3.0.9"
+description = "pyparsing module - Classes and methods to define and execute parsing grammars"
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.6.8"
 
 [package.extras]
 diagrams = ["jinja2", "railroad-diagrams"]
 
 [[package]]
 name = "pytest"
-version = "7.0.1"
+version = "7.1.2"
 description = "pytest: simple powerful testing with Python"
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.7"
 
 [package.dependencies]
 atomicwrites = {version = ">=1.0", markers = "sys_platform == \"win32\""}
@@ -1058,7 +1065,7 @@ coverage = {version = ">=5.2.1", extras = ["toml"]}
 pytest = ">=4.6"
 
 [package.extras]
-testing = ["fields", "hunter", "process-tests", "six", "pytest-xdist", "virtualenv"]
+testing = ["fields", "hunter", "process-tests", "pytest-xdist", "six", "virtualenv"]
 
 [[package]]
 name = "pytest-forked"
@@ -1074,17 +1081,17 @@ pytest = ">=3.10"
 
 [[package]]
 name = "pytest-mock"
-version = "3.6.1"
+version = "3.8.2"
 description = "Thin-wrapper around the mock package for easier use with pytest"
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.7"
 
 [package.dependencies]
 pytest = ">=5.0"
 
 [package.extras]
-dev = ["pre-commit", "tox", "pytest-asyncio"]
+dev = ["pre-commit", "pytest-asyncio", "tox"]
 
 [[package]]
 name = "pytest-xdist"
@@ -1157,21 +1164,21 @@ mando = ">=0.6,<0.7"
 
 [[package]]
 name = "requests"
-version = "2.27.1"
+version = "2.28.1"
 description = "Python HTTP for Humans."
 category = "dev"
 optional = false
-python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*, !=3.5.*"
+python-versions = ">=3.7, <4"
 
 [package.dependencies]
 certifi = ">=2017.4.17"
-charset-normalizer = {version = ">=2.0.0,<2.1.0", markers = "python_version >= \"3\""}
-idna = {version = ">=2.5,<4", markers = "python_version >= \"3\""}
+charset-normalizer = ">=2,<3"
+idna = ">=2.5,<4"
 urllib3 = ">=1.21.1,<1.27"
 
 [package.extras]
-socks = ["PySocks (>=1.5.6,!=1.5.7)", "win-inet-pton"]
-use_chardet_on_py3 = ["chardet (>=3.0.2,<5)"]
+socks = ["PySocks (>=1.5.6,!=1.5.7)"]
+use_chardet_on_py3 = ["chardet (>=3.0.2,<6)"]
 
 [[package]]
 name = "retry"
@@ -1210,11 +1217,11 @@ python-versions = ">=3.5"
 
 [[package]]
 name = "s3transfer"
-version = "0.5.2"
+version = "0.6.0"
 description = "An Amazon S3 Transfer Manager"
 category = "main"
 optional = false
-python-versions = ">= 3.6"
+python-versions = ">= 3.7"
 
 [package.dependencies]
 botocore = ">=1.12.36,<2.0a.0"
@@ -1252,11 +1259,11 @@ pbr = ">=2.0.0,<2.1.0 || >2.1.0"
 
 [[package]]
 name = "tomli"
-version = "1.2.3"
+version = "2.0.1"
 description = "A lil' TOML parser"
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.7"
 
 [[package]]
 name = "typed-ast"
@@ -1266,6 +1273,18 @@ category = "dev"
 optional = false
 python-versions = ">=3.6"
 
+[[package]]
+name = "typeguard"
+version = "2.13.3"
+description = "Run-time type checker for Python"
+category = "dev"
+optional = false
+python-versions = ">=3.5.3"
+
+[package.extras]
+doc = ["sphinx-autodoc-typehints (>=1.2.0)", "sphinx-rtd-theme"]
+test = ["mypy", "pytest", "typing-extensions"]
+
 [[package]]
 name = "types-requests"
 version = "2.28.9"
@@ -1295,15 +1314,15 @@ python-versions = ">=3.7"
 
 [[package]]
 name = "urllib3"
-version = "1.26.11"
+version = "1.26.12"
 description = "HTTP library with thread-safe connection pooling, file post, and more."
 category = "main"
 optional = false
 python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*, !=3.5.*, <4"
 
 [package.extras]
-brotli = ["brotlicffi (>=0.8.0)", "brotli (>=1.0.9)", "brotlipy (>=0.6.0)"]
-secure = ["pyOpenSSL (>=0.14)", "cryptography (>=1.3.4)", "idna (>=2.0.0)", "certifi", "ipaddress"]
+brotli = ["brotli (>=1.0.9)", "brotlicffi (>=0.8.0)", "brotlipy (>=0.6.0)"]
+secure = ["certifi", "cryptography (>=1.3.4)", "idna (>=2.0.0)", "ipaddress", "pyOpenSSL (>=0.14)", "urllib3-secure-extra"]
 socks = ["PySocks (>=1.5.6,!=1.5.7,<2.0)"]
 
 [[package]]
@@ -1347,205 +1366,193 @@ optional = false
 python-versions = ">=3.7"
 
 [package.extras]
-docs = ["sphinx", "jaraco.packaging (>=9)", "rst.linker (>=1.9)", "jaraco.tidelift (>=1.4)"]
-testing = ["pytest (>=6)", "pytest-checkdocs (>=2.4)", "pytest-flake8", "pytest-cov", "pytest-enabler (>=1.3)", "jaraco.itertools", "func-timeout", "pytest-black (>=0.3.7)", "pytest-mypy (>=0.9.1)"]
+docs = ["jaraco.packaging (>=9)", "jaraco.tidelift (>=1.4)", "rst.linker (>=1.9)", "sphinx"]
+testing = ["func-timeout", "jaraco.itertools", "pytest (>=6)", "pytest-black (>=0.3.7)", "pytest-checkdocs (>=2.4)", "pytest-cov", "pytest-enabler (>=1.3)", "pytest-flake8", "pytest-mypy (>=0.9.1)"]
 
 [extras]
 pydantic = ["pydantic", "email-validator"]
 
 [metadata]
 lock-version = "1.1"
-python-versions = "^3.6.2"
-content-hash = "0a9e21c2f15825934ad6c786121da020c4a964c5a0dd138e0e8ae09c0865a055"
+python-versions = "^3.7.4"
+content-hash = "5f36bb2dc0877d19d3a6405df72819c3678fc97fa5ae3e31f9b125c40f39404f"
 
 [metadata.files]
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-    {file = "ruamel.yaml.clib-0.2.6-cp37-cp37m-macosx_10_9_x86_64.whl", hash = "sha256:0847201b767447fc33b9c235780d3aa90357d20dd6108b92be544427bea197dd"},
-    {file = "ruamel.yaml.clib-0.2.6-cp37-cp37m-manylinux1_x86_64.whl", hash = "sha256:78988ed190206672da0f5d50c61afef8f67daa718d614377dcd5e3ed85ab4a99"},
-    {file = "ruamel.yaml.clib-0.2.6-cp37-cp37m-win32.whl", hash = "sha256:a49e0161897901d1ac9c4a79984b8410f450565bbad64dbfcbf76152743a0cdb"},
-    {file = "ruamel.yaml.clib-0.2.6-cp37-cp37m-win_amd64.whl", hash = "sha256:bf75d28fa071645c529b5474a550a44686821decebdd00e21127ef1fd566eabe"},
-    {file = "ruamel.yaml.clib-0.2.6-cp38-cp38-macosx_10_9_x86_64.whl", hash = "sha256:a32f8d81ea0c6173ab1b3da956869114cae53ba1e9f72374032e33ba3118c233"},
-    {file = "ruamel.yaml.clib-0.2.6-cp38-cp38-manylinux1_x86_64.whl", hash = "sha256:7f7ecb53ae6848f959db6ae93bdff1740e651809780822270eab111500842a84"},
-    {file = "ruamel.yaml.clib-0.2.6-cp38-cp38-win32.whl", hash = "sha256:89221ec6d6026f8ae859c09b9718799fea22c0e8da8b766b0b2c9a9ba2db326b"},
-    {file = "ruamel.yaml.clib-0.2.6-cp38-cp38-win_amd64.whl", hash = "sha256:31ea73e564a7b5fbbe8188ab8b334393e06d997914a4e184975348f204790277"},
-    {file = "ruamel.yaml.clib-0.2.6-cp39-cp39-macosx_10_9_x86_64.whl", hash = "sha256:dc6a613d6c74eef5a14a214d433d06291526145431c3b964f5e16529b1842bed"},
-    {file = "ruamel.yaml.clib-0.2.6-cp39-cp39-manylinux1_x86_64.whl", hash = "sha256:1866cf2c284a03b9524a5cc00daca56d80057c5ce3cdc86a52020f4c720856f0"},
-    {file = "ruamel.yaml.clib-0.2.6-cp39-cp39-win32.whl", hash = "sha256:3fb9575a5acd13031c57a62cc7823e5d2ff8bc3835ba4d94b921b4e6ee664104"},
-    {file = "ruamel.yaml.clib-0.2.6-cp39-cp39-win_amd64.whl", hash = "sha256:825d5fccef6da42f3c8eccd4281af399f21c02b32d98e113dbc631ea6a6ecbc7"},
-    {file = "ruamel.yaml.clib-0.2.6.tar.gz", hash = "sha256:4ff604ce439abb20794f05613c374759ce10e3595d1867764dd1ae675b85acbd"},
-]
+"ruamel.yaml.clib" = []
 s3transfer = [
-    {file = "s3transfer-0.5.2-py3-none-any.whl", hash = "sha256:7a6f4c4d1fdb9a2b640244008e142cbc2cd3ae34b386584ef044dd0f27101971"},
-    {file = "s3transfer-0.5.2.tar.gz", hash = "sha256:95c58c194ce657a5f4fb0b9e60a84968c808888aed628cd98ab8771fe1db98ed"},
+    {file = "s3transfer-0.6.0-py3-none-any.whl", hash = "sha256:06176b74f3a15f61f1b4f25a1fc29a4429040b7647133a463da8fa5bd28d5ecd"},
+    {file = "s3transfer-0.6.0.tar.gz", hash = "sha256:2ed07d3866f523cc561bf4a00fc5535827981b117dd7876f036b0c1aca42c947"},
 ]
 six = [
     {file = "six-1.16.0-py2.py3-none-any.whl", hash = "sha256:8abb2f1d86890a2dfb989f9a77cfcfd3e47c2a354b01111771326f8aa26e0254"},
     {file = "six-1.16.0.tar.gz", hash = "sha256:1e61c37477a1626458e36f7b1d82aa5c9b094fa4802892072e49de9c60c4c926"},
 ]
-smmap = [
-    {file = "smmap-5.0.0-py3-none-any.whl", hash = "sha256:2aba19d6a040e78d8b09de5c57e96207b09ed71d8e55ce0959eeee6c8e190d94"},
-    {file = "smmap-5.0.0.tar.gz", hash = "sha256:c840e62059cd3be204b0c9c9f74be2c09d5648eddd4580d9314c3ecde0b30936"},
-]
-stevedore = [
-    {file = "stevedore-3.5.0-py3-none-any.whl", hash = "sha256:a547de73308fd7e90075bb4d301405bebf705292fa90a90fc3bcf9133f58616c"},
-    {file = "stevedore-3.5.0.tar.gz", hash = "sha256:f40253887d8712eaa2bb0ea3830374416736dc8ec0e22f5a65092c1174c44335"},
-]
+smmap = []
+stevedore = []
 tomli = [
-    {file = "tomli-1.2.3-py3-none-any.whl", hash = "sha256:e3069e4be3ead9668e21cb9b074cd948f7b3113fd9c8bba083f48247aab8b11c"},
-    {file = "tomli-1.2.3.tar.gz", hash = "sha256:05b6166bff487dc068d322585c7ea4ef78deed501cc124060e0f238e89a9231f"},
+    {file = "tomli-2.0.1-py3-none-any.whl", hash = "sha256:939de3e7a6161af0c887ef91b7d41a53e7c5a1ca976325f429cb46ea9bc30ecc"},
+    {file = "tomli-2.0.1.tar.gz", hash = "sha256:de526c12914f0c550d15924c62d72abc48d6fe7364aa87328337a31007fe8a4f"},
 ]
 typed-ast = [
     {file = "typed_ast-1.5.4-cp310-cp310-macosx_10_9_x86_64.whl", hash = "sha256:669dd0c4167f6f2cd9f57041e03c3c2ebf9063d0757dc89f79ba1daa2bfca9d4"},
@@ -2024,6 +1896,10 @@ typed-ast = [
     {file = "typed_ast-1.5.4-cp39-cp39-win_amd64.whl", hash = "sha256:0fdbcf2fef0ca421a3f5912555804296f0b0960f0418c440f5d6d3abb549f3e1"},
     {file = "typed_ast-1.5.4.tar.gz", hash = "sha256:39e21ceb7388e4bb37f4c679d72707ed46c2fbf2a5609b8b8ebc4b067d977df2"},
 ]
+typeguard = [
+    {file = "typeguard-2.13.3-py3-none-any.whl", hash = "sha256:5e3e3be01e887e7eafae5af63d1f36c849aaa94e3a0112097312aabfa16284f1"},
+    {file = "typeguard-2.13.3.tar.gz", hash = "sha256:00edaa8da3a133674796cf5ea87d9f4b4c367d77476e185e80251cc13dfbb8c4"},
+]
 types-requests = [
     {file = "types-requests-2.28.9.tar.gz", hash = "sha256:feaf581bd580497a47fe845d506fa3b91b484cf706ff27774e87659837de9962"},
     {file = "types_requests-2.28.9-py3-none-any.whl", hash = "sha256:86cb66d3de2f53eac5c09adc42cf6547eefbd0c7e1210beca1ee751c35d96083"},
@@ -2036,7 +1912,10 @@ typing-extensions = [
     {file = "typing_extensions-4.3.0-py3-none-any.whl", hash = "sha256:25642c956049920a5aa49edcdd6ab1e06d7e5d467fc00e0506c44ac86fbfca02"},
     {file = "typing_extensions-4.3.0.tar.gz", hash = "sha256:e6d2677a32f47fc7eb2795db1dd15c1f34eff616bcaf2cfb5e997f854fa1c4a6"},
 ]
-urllib3 = []
+urllib3 = [
+    {file = "urllib3-1.26.12-py2.py3-none-any.whl", hash = "sha256:b930dd878d5a8afb066a637fbb35144fe7901e3b209d1cd4f524bd0e9deee997"},
+    {file = "urllib3-1.26.12.tar.gz", hash = "sha256:3fa96cf423e6987997fc326ae8df396db2a8b7c667747d47ddd8ecba91f4a74e"},
+]
 watchdog = [
     {file = "watchdog-2.1.9-cp310-cp310-macosx_10_9_universal2.whl", hash = "sha256:a735a990a1095f75ca4f36ea2ef2752c99e6ee997c46b0de507ba40a09bf7330"},
     {file = "watchdog-2.1.9-cp310-cp310-macosx_10_9_x86_64.whl", hash = "sha256:6b17d302850c8d412784d9246cfe8d7e3af6bcd45f958abb2d08a6f8bedf695d"},
@@ -2130,10 +2009,7 @@ wrapt = [
     {file = "wrapt-1.14.1-cp39-cp39-win_amd64.whl", hash = "sha256:dee60e1de1898bde3b238f18340eec6148986da0455d8ba7848d50470a7a32fb"},
     {file = "wrapt-1.14.1.tar.gz", hash = "sha256:380a85cf89e0e69b7cfbe2ea9f765f004ff419f34194018a6827ac0e3edfed4d"},
 ]
-xenon = [
-    {file = "xenon-0.9.0-py2.py3-none-any.whl", hash = "sha256:994c80c7f1c6d40596b600b93734d85a5739208f31895ef99f1e4d362caf9e35"},
-    {file = "xenon-0.9.0.tar.gz", hash = "sha256:d2b9cb6c6260f771a432c1e588e51fddb17858f88f73ef641e7532f7a5f58fb8"},
-]
+xenon = []
 zipp = [
     {file = "zipp-3.8.1-py3-none-any.whl", hash = "sha256:47c40d7fe183a6f21403a199b3e4192cca5774656965b0a4988ad2f8feb5f009"},
     {file = "zipp-3.8.1.tar.gz", hash = "sha256:05b45f1ee8f807d0cc928485ca40a07cb491cf092ff587c0df9cb1fd154848d2"},
diff --git a/pyproject.toml b/pyproject.toml
index b12fdcc092a..4b75a9822ee 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -9,7 +9,6 @@ classifiers=[
     "Intended Audience :: Developers",
     "License :: OSI Approved :: MIT License",
     "Natural Language :: English",
-    "Programming Language :: Python :: 3.6",
     "Programming Language :: Python :: 3.7",
     "Programming Language :: Python :: 3.8",
     "Programming Language :: Python :: 3.9",
@@ -20,7 +19,7 @@ keywords = ["aws_lambda_powertools", "aws", "tracing", "logging", "lambda", "pow
 license = "MIT-0"
 
 [tool.poetry.dependencies]
-python = "^3.6.2"
+python = "^3.7.4"
 aws-xray-sdk = "^2.8.0"
 fastjsonschema = "^2.14.5"
 boto3 = "^1.18"
@@ -32,13 +31,14 @@ email-validator = {version = "*", optional = true }
 # issue #1148
 coverage = {extras = ["toml"], version = "^6.2"}
 pytest = "^7.0.1"
-black = "^21.12b0"
+black = "^22.6.0"
 flake8-builtins = "^1.5.3"
 flake8-comprehensions = "^3.7.0"
 flake8-debugger = "^4.0.0"
 flake8-fixme = "^1.1.1"
 flake8-isort = "^4.1.2"
 flake8-variables-names = "^0.0.4"
+flake8-black = "^0.3.3"
 isort = "^5.10.1"
 pytest-cov = "^3.0.0"
 pytest-mock = "^3.5.1"
@@ -54,22 +54,24 @@ mike = "^0.6.0"
 mypy = "^0.971"
 retry = "^0.9.2"
 pytest-xdist = "^2.5.0"
-aws-cdk-lib = "^2.23.0"
+aws-cdk-lib = "^2.38.1"
+"aws-cdk.aws-apigatewayv2-alpha" = "^2.38.1-alpha.0"
+"aws-cdk.aws-apigatewayv2-integrations-alpha" = "^2.38.1-alpha.0"
 pytest-benchmark = "^3.4.1"
-mypy-boto3-appconfig = { version = "^1.24.29", python = ">=3.7" }
-mypy-boto3-cloudformation = { version = "^1.24.0", python = ">=3.7" }
-mypy-boto3-cloudwatch = { version = "^1.24.35", python = ">=3.7" }
-mypy-boto3-dynamodb = { version = "^1.24.27", python = ">=3.7" }
-mypy-boto3-lambda = { version = "^1.24.0", python = ">=3.7" }
-mypy-boto3-logs = { version = "^1.24.0", python = ">=3.7" }
-mypy-boto3-secretsmanager = { version = "^1.24.11", python = ">=3.7" }
-mypy-boto3-ssm = { version = "^1.24.0", python = ">=3.7" }
-mypy-boto3-s3 = { version = "^1.24.0", python = ">=3.7" }
-mypy-boto3-xray = { version = "^1.24.0", python = ">=3.7" }
+mypy-boto3-appconfig = "^1.24.29"
+mypy-boto3-cloudformation = "^1.24.0"
+mypy-boto3-cloudwatch = "^1.24.35"
+mypy-boto3-dynamodb = "^1.24.27"
+mypy-boto3-lambda = "^1.24.0"
+mypy-boto3-logs = "^1.24.0"
+mypy-boto3-secretsmanager = "^1.24.11"
+mypy-boto3-ssm = "^1.24.0"
+mypy-boto3-s3 = "^1.24.0"
+mypy-boto3-xray = "^1.24.0"
 types-requests = "^2.28.8"
-typing-extensions = { version = "^4.3.0", python = ">=3.7" }
+typing-extensions = "^4.3.0"
 python-snappy = "^0.6.1"
-mkdocs-material = { version = "^8.3.9", python = ">=3.7" }
+mkdocs-material = "^8.3.9"
 
 [tool.poetry.extras]
 pydantic = ["pydantic", "email-validator"]
diff --git a/tests/e2e/event_handler/__init__.py b/tests/e2e/event_handler/__init__.py
new file mode 100644
index 00000000000..e69de29bb2d
diff --git a/tests/e2e/event_handler/conftest.py b/tests/e2e/event_handler/conftest.py
new file mode 100644
index 00000000000..207ec443456
--- /dev/null
+++ b/tests/e2e/event_handler/conftest.py
@@ -0,0 +1,28 @@
+from pathlib import Path
+
+import pytest
+
+from tests.e2e.event_handler.infrastructure import EventHandlerStack
+
+
+@pytest.fixture(autouse=True, scope="module")
+def infrastructure(request: pytest.FixtureRequest, lambda_layer_arn: str):
+    """Setup and teardown logic for E2E test infrastructure
+
+    Parameters
+    ----------
+    request : pytest.FixtureRequest
+        pytest request fixture to introspect absolute path to test being executed
+    lambda_layer_arn : str
+        Lambda Layer ARN
+
+    Yields
+    ------
+    Dict[str, str]
+        CloudFormation Outputs from deployed infrastructure
+    """
+    stack = EventHandlerStack(handlers_dir=Path(f"{request.path.parent}/handlers"), layer_arn=lambda_layer_arn)
+    try:
+        yield stack.deploy()
+    finally:
+        stack.delete()
diff --git a/tests/e2e/event_handler/handlers/alb_handler.py b/tests/e2e/event_handler/handlers/alb_handler.py
new file mode 100644
index 00000000000..4c3f4f9dac3
--- /dev/null
+++ b/tests/e2e/event_handler/handlers/alb_handler.py
@@ -0,0 +1,18 @@
+from aws_lambda_powertools.event_handler import ALBResolver, Response, content_types
+
+app = ALBResolver()
+
+
+@app.get("/todos")
+def hello():
+    return Response(
+        status_code=200,
+        content_type=content_types.TEXT_PLAIN,
+        body="Hello world",
+        cookies=["CookieMonster", "MonsterCookie"],
+        headers={"Foo": ["bar", "zbr"]},
+    )
+
+
+def lambda_handler(event, context):
+    return app.resolve(event, context)
diff --git a/tests/e2e/event_handler/handlers/api_gateway_http_handler.py b/tests/e2e/event_handler/handlers/api_gateway_http_handler.py
new file mode 100644
index 00000000000..1a20b730285
--- /dev/null
+++ b/tests/e2e/event_handler/handlers/api_gateway_http_handler.py
@@ -0,0 +1,18 @@
+from aws_lambda_powertools.event_handler import APIGatewayHttpResolver, Response, content_types
+
+app = APIGatewayHttpResolver()
+
+
+@app.get("/todos")
+def hello():
+    return Response(
+        status_code=200,
+        content_type=content_types.TEXT_PLAIN,
+        body="Hello world",
+        cookies=["CookieMonster", "MonsterCookie"],
+        headers={"Foo": ["bar", "zbr"]},
+    )
+
+
+def lambda_handler(event, context):
+    return app.resolve(event, context)
diff --git a/tests/e2e/event_handler/handlers/api_gateway_rest_handler.py b/tests/e2e/event_handler/handlers/api_gateway_rest_handler.py
new file mode 100644
index 00000000000..2f5ad0b94fa
--- /dev/null
+++ b/tests/e2e/event_handler/handlers/api_gateway_rest_handler.py
@@ -0,0 +1,18 @@
+from aws_lambda_powertools.event_handler import APIGatewayRestResolver, Response, content_types
+
+app = APIGatewayRestResolver()
+
+
+@app.get("/todos")
+def hello():
+    return Response(
+        status_code=200,
+        content_type=content_types.TEXT_PLAIN,
+        body="Hello world",
+        cookies=["CookieMonster", "MonsterCookie"],
+        headers={"Foo": ["bar", "zbr"]},
+    )
+
+
+def lambda_handler(event, context):
+    return app.resolve(event, context)
diff --git a/tests/e2e/event_handler/handlers/lambda_function_url_handler.py b/tests/e2e/event_handler/handlers/lambda_function_url_handler.py
new file mode 100644
index 00000000000..3fd4b46ea28
--- /dev/null
+++ b/tests/e2e/event_handler/handlers/lambda_function_url_handler.py
@@ -0,0 +1,18 @@
+from aws_lambda_powertools.event_handler import LambdaFunctionUrlResolver, Response, content_types
+
+app = LambdaFunctionUrlResolver()
+
+
+@app.get("/todos")
+def hello():
+    return Response(
+        status_code=200,
+        content_type=content_types.TEXT_PLAIN,
+        body="Hello world",
+        cookies=["CookieMonster", "MonsterCookie"],
+        headers={"Foo": ["bar", "zbr"]},
+    )
+
+
+def lambda_handler(event, context):
+    return app.resolve(event, context)
diff --git a/tests/e2e/event_handler/infrastructure.py b/tests/e2e/event_handler/infrastructure.py
new file mode 100644
index 00000000000..62421b8aac9
--- /dev/null
+++ b/tests/e2e/event_handler/infrastructure.py
@@ -0,0 +1,81 @@
+from pathlib import Path
+from typing import Dict, Optional
+
+from aws_cdk import CfnOutput
+from aws_cdk import aws_apigateway as apigwv1
+from aws_cdk import aws_apigatewayv2_alpha as apigwv2
+from aws_cdk import aws_apigatewayv2_integrations_alpha as apigwv2integrations
+from aws_cdk import aws_ec2 as ec2
+from aws_cdk import aws_elasticloadbalancingv2 as elbv2
+from aws_cdk import aws_elasticloadbalancingv2_targets as targets
+from aws_cdk.aws_lambda import Function, FunctionUrlAuthType
+
+from tests.e2e.utils.infrastructure import BaseInfrastructure
+
+
+class EventHandlerStack(BaseInfrastructure):
+    FEATURE_NAME = "event-handlers"
+
+    def __init__(self, handlers_dir: Path, feature_name: str = FEATURE_NAME, layer_arn: str = "") -> None:
+        super().__init__(feature_name, handlers_dir, layer_arn)
+
+    def create_resources(self):
+        functions = self.create_lambda_functions()
+
+        self._create_alb(function=functions["AlbHandler"])
+        self._create_api_gateway_rest(function=functions["ApiGatewayRestHandler"])
+        self._create_api_gateway_http(function=functions["ApiGatewayHttpHandler"])
+        self._create_lambda_function_url(function=functions["LambdaFunctionUrlHandler"])
+
+    def _create_alb(self, function: Function):
+        vpc = ec2.Vpc(self.stack, "EventHandlerVPC", max_azs=2)
+
+        alb = elbv2.ApplicationLoadBalancer(self.stack, "ALB", vpc=vpc, internet_facing=True)
+        CfnOutput(self.stack, "ALBDnsName", value=alb.load_balancer_dns_name)
+
+        self._create_alb_listener(alb=alb, name="Basic", port=80, function=function)
+        self._create_alb_listener(
+            alb=alb,
+            name="MultiValueHeader",
+            port=8080,
+            function=function,
+            attributes={"lambda.multi_value_headers.enabled": "true"},
+        )
+
+    def _create_alb_listener(
+        self,
+        alb: elbv2.ApplicationLoadBalancer,
+        name: str,
+        port: int,
+        function: Function,
+        attributes: Optional[Dict[str, str]] = None,
+    ):
+        listener = alb.add_listener(name, port=port, protocol=elbv2.ApplicationProtocol.HTTP)
+        target = listener.add_targets(f"ALB{name}Target", targets=[targets.LambdaTarget(function)])
+        if attributes is not None:
+            for key, value in attributes.items():
+                target.set_attribute(key, value)
+        CfnOutput(self.stack, f"ALB{name}ListenerPort", value=str(port))
+
+    def _create_api_gateway_http(self, function: Function):
+        apigw = apigwv2.HttpApi(self.stack, "APIGatewayHTTP", create_default_stage=True)
+        apigw.add_routes(
+            path="/todos",
+            methods=[apigwv2.HttpMethod.GET],
+            integration=apigwv2integrations.HttpLambdaIntegration("TodosIntegration", function),
+        )
+
+        CfnOutput(self.stack, "APIGatewayHTTPUrl", value=(apigw.url or ""))
+
+    def _create_api_gateway_rest(self, function: Function):
+        apigw = apigwv1.RestApi(self.stack, "APIGatewayRest", deploy_options=apigwv1.StageOptions(stage_name="dev"))
+
+        todos = apigw.root.add_resource("todos")
+        todos.add_method("GET", apigwv1.LambdaIntegration(function, proxy=True))
+
+        CfnOutput(self.stack, "APIGatewayRestUrl", value=apigw.url)
+
+    def _create_lambda_function_url(self, function: Function):
+        # Maintenance: move auth to IAM when we create sigv4 builders
+        function_url = function.add_function_url(auth_type=FunctionUrlAuthType.NONE)
+        CfnOutput(self.stack, "LambdaFunctionUrl", value=function_url.url)
diff --git a/tests/e2e/event_handler/test_header_serializer.py b/tests/e2e/event_handler/test_header_serializer.py
new file mode 100644
index 00000000000..2b1d51bfb3d
--- /dev/null
+++ b/tests/e2e/event_handler/test_header_serializer.py
@@ -0,0 +1,141 @@
+import pytest
+from requests import Request
+
+from tests.e2e.utils import data_fetcher
+
+
+@pytest.fixture
+def alb_basic_listener_endpoint(infrastructure: dict) -> str:
+    dns_name = infrastructure.get("ALBDnsName")
+    port = infrastructure.get("ALBBasicListenerPort", "")
+    return f"http://{dns_name}:{port}"
+
+
+@pytest.fixture
+def alb_multi_value_header_listener_endpoint(infrastructure: dict) -> str:
+    dns_name = infrastructure.get("ALBDnsName")
+    port = infrastructure.get("ALBMultiValueHeaderListenerPort", "")
+    return f"http://{dns_name}:{port}"
+
+
+@pytest.fixture
+def apigw_rest_endpoint(infrastructure: dict) -> str:
+    return infrastructure.get("APIGatewayRestUrl", "")
+
+
+@pytest.fixture
+def apigw_http_endpoint(infrastructure: dict) -> str:
+    return infrastructure.get("APIGatewayHTTPUrl", "")
+
+
+@pytest.fixture
+def lambda_function_url_endpoint(infrastructure: dict) -> str:
+    return infrastructure.get("LambdaFunctionUrl", "")
+
+
+def test_alb_headers_serializer(alb_basic_listener_endpoint):
+    # GIVEN
+    url = f"{alb_basic_listener_endpoint}/todos"
+
+    # WHEN
+    response = data_fetcher.get_http_response(Request(method="GET", url=url))
+
+    # THEN
+    assert response.status_code == 200
+    assert response.content == b"Hello world"
+    assert response.headers["content-type"] == "text/plain"
+
+    # Only the last header for key "Foo" should be set
+    assert response.headers["Foo"] == "zbr"
+
+    # Only the last cookie should be set
+    assert "MonsterCookie" in response.cookies.keys()
+    assert "CookieMonster" not in response.cookies.keys()
+
+
+def test_alb_multi_value_headers_serializer(alb_multi_value_header_listener_endpoint):
+    # GIVEN
+    url = f"{alb_multi_value_header_listener_endpoint}/todos"
+
+    # WHEN
+    response = data_fetcher.get_http_response(Request(method="GET", url=url))
+
+    # THEN
+    assert response.status_code == 200
+    assert response.content == b"Hello world"
+    assert response.headers["content-type"] == "text/plain"
+
+    # Only the last header for key "Foo" should be set
+    assert "Foo" in response.headers
+    foo_headers = [x.strip() for x in response.headers["Foo"].split(",")]
+    assert sorted(foo_headers) == ["bar", "zbr"]
+
+    # Only the last cookie should be set
+    assert "MonsterCookie" in response.cookies.keys()
+    assert "CookieMonster" in response.cookies.keys()
+
+
+def test_api_gateway_rest_headers_serializer(apigw_rest_endpoint):
+    # GIVEN
+    url = f"{apigw_rest_endpoint}/todos"
+
+    # WHEN
+    response = data_fetcher.get_http_response(Request(method="GET", url=url))
+
+    # THEN
+    assert response.status_code == 200
+    assert response.content == b"Hello world"
+    assert response.headers["content-type"] == "text/plain"
+
+    # Only the last header for key "Foo" should be set
+    assert "Foo" in response.headers
+    foo_headers = [x.strip() for x in response.headers["Foo"].split(",")]
+    assert sorted(foo_headers) == ["bar", "zbr"]
+
+    # Only the last cookie should be set
+    assert "MonsterCookie" in response.cookies.keys()
+    assert "CookieMonster" in response.cookies.keys()
+
+
+def test_api_gateway_http_headers_serializer(apigw_http_endpoint):
+    # GIVEN
+    url = f"{apigw_http_endpoint}/todos"
+
+    # WHEN
+    response = data_fetcher.get_http_response(Request(method="GET", url=url))
+
+    # THEN
+    assert response.status_code == 200
+    assert response.content == b"Hello world"
+    assert response.headers["content-type"] == "text/plain"
+
+    # Only the last header for key "Foo" should be set
+    assert "Foo" in response.headers
+    foo_headers = [x.strip() for x in response.headers["Foo"].split(",")]
+    assert sorted(foo_headers) == ["bar", "zbr"]
+
+    # Only the last cookie should be set
+    assert "MonsterCookie" in response.cookies.keys()
+    assert "CookieMonster" in response.cookies.keys()
+
+
+def test_lambda_function_url_headers_serializer(lambda_function_url_endpoint):
+    # GIVEN
+    url = f"{lambda_function_url_endpoint}todos"  # the function url endpoint already has the trailing /
+
+    # WHEN
+    response = data_fetcher.get_http_response(Request(method="GET", url=url))
+
+    # THEN
+    assert response.status_code == 200
+    assert response.content == b"Hello world"
+    assert response.headers["content-type"] == "text/plain"
+
+    # Only the last header for key "Foo" should be set
+    assert "Foo" in response.headers
+    foo_headers = [x.strip() for x in response.headers["Foo"].split(",")]
+    assert sorted(foo_headers) == ["bar", "zbr"]
+
+    # Only the last cookie should be set
+    assert "MonsterCookie" in response.cookies.keys()
+    assert "CookieMonster" in response.cookies.keys()
diff --git a/tests/e2e/utils/data_fetcher/__init__.py b/tests/e2e/utils/data_fetcher/__init__.py
index 43024f9946f..be6909537e5 100644
--- a/tests/e2e/utils/data_fetcher/__init__.py
+++ b/tests/e2e/utils/data_fetcher/__init__.py
@@ -1,4 +1,4 @@
-from tests.e2e.utils.data_fetcher.common import get_lambda_response
+from tests.e2e.utils.data_fetcher.common import get_http_response, get_lambda_response
 from tests.e2e.utils.data_fetcher.logs import get_logs
 from tests.e2e.utils.data_fetcher.metrics import get_metrics
 from tests.e2e.utils.data_fetcher.traces import get_traces
diff --git a/tests/e2e/utils/data_fetcher/common.py b/tests/e2e/utils/data_fetcher/common.py
index 2de8838dc74..29f97eab2de 100644
--- a/tests/e2e/utils/data_fetcher/common.py
+++ b/tests/e2e/utils/data_fetcher/common.py
@@ -2,8 +2,12 @@
 from typing import Optional, Tuple
 
 import boto3
+import requests as requests
 from mypy_boto3_lambda import LambdaClient
 from mypy_boto3_lambda.type_defs import InvocationResponseTypeDef
+from requests import Request, Response
+from requests.exceptions import RequestException
+from retry import retry
 
 
 def get_lambda_response(
@@ -13,3 +17,11 @@ def get_lambda_response(
     payload = payload or ""
     execution_time = datetime.utcnow()
     return client.invoke(FunctionName=lambda_arn, InvocationType="RequestResponse", Payload=payload), execution_time
+
+
+@retry(RequestException, delay=2, jitter=1.5, tries=5)
+def get_http_response(request: Request) -> Response:
+    session = requests.Session()
+    result = session.send(request.prepare())
+    result.raise_for_status()
+    return result
diff --git a/tests/e2e/utils/infrastructure.py b/tests/e2e/utils/infrastructure.py
index 7f232bb063f..47f2d65b7eb 100644
--- a/tests/e2e/utils/infrastructure.py
+++ b/tests/e2e/utils/infrastructure.py
@@ -15,9 +15,11 @@
 from filelock import FileLock
 from mypy_boto3_cloudformation import CloudFormationClient
 
+from aws_lambda_powertools import PACKAGE_PATH
 from tests.e2e.utils.asset import Assets
 
 PYTHON_RUNTIME_VERSION = f"V{''.join(map(str, sys.version_info[:2]))}"
+SOURCE_CODE_ROOT_PATH = PACKAGE_PATH.parent
 
 logger = logging.getLogger(__name__)
 
@@ -48,7 +50,7 @@ def __init__(self, feature_name: str, handlers_dir: Path, layer_arn: str = "") -
 
         # NOTE: Investigate why cdk.Environment in Stack
         # changes synthesized asset (no object_key in asset manifest)
-        self.app = App()
+        self.app = App(outdir=str(SOURCE_CODE_ROOT_PATH / ".cdk"))
         self.stack = Stack(self.app, self.stack_name)
         self.session = boto3.Session()
         self.cfn: CloudFormationClient = self.session.client("cloudformation")
@@ -57,7 +59,7 @@ def __init__(self, feature_name: str, handlers_dir: Path, layer_arn: str = "") -
         self.account_id = self.session.client("sts").get_caller_identity()["Account"]
         self.region = self.session.region_name
 
-    def create_lambda_functions(self, function_props: Optional[Dict] = None):
+    def create_lambda_functions(self, function_props: Optional[Dict] = None) -> Dict[str, Function]:
         """Create Lambda functions available under handlers_dir
 
         It creates CloudFormation Outputs for every function found in PascalCase. For example,
@@ -69,6 +71,11 @@ def create_lambda_functions(self, function_props: Optional[Dict] = None):
         function_props: Optional[Dict]
             Dictionary representing CDK Lambda FunctionProps to override defaults
 
+        Returns
+        -------
+        output: Dict[str, Function]
+            A dict with PascalCased function names and the corresponding CDK Function object
+
         Examples
         --------
 
@@ -97,6 +104,8 @@ def create_lambda_functions(self, function_props: Optional[Dict] = None):
 
         layer = LayerVersion.from_layer_version_arn(self.stack, "layer-arn", layer_version_arn=self.layer_arn)
         function_settings_override = function_props or {}
+        output: Dict[str, Function] = {}
+
         for fn in handlers:
             fn_name = fn.stem
             fn_name_pascal_case = fn_name.title().replace("_", "")  # basic_handler -> BasicHandler
@@ -124,6 +133,10 @@ def create_lambda_functions(self, function_props: Optional[Dict] = None):
             # CFN Outputs only support hyphen hence pascal case
             self.add_cfn_output(name=fn_name_pascal_case, value=function.function_name, arn=function.function_arn)
 
+            output[fn_name_pascal_case] = function
+
+        return output
+
     def deploy(self) -> Dict[str, str]:
         """Creates CloudFormation Stack and return stack outputs as dict
 
@@ -287,7 +300,7 @@ def _create_layer(self) -> str:
             layer_version_name="aws-lambda-powertools-e2e-test",
             compatible_runtimes=[PythonVersion[PYTHON_RUNTIME_VERSION].value["runtime"]],
             code=Code.from_asset(
-                path=".",
+                path=str(SOURCE_CODE_ROOT_PATH),
                 bundling=BundlingOptions(
                     image=DockerImage.from_build(
                         str(Path(__file__).parent),
diff --git a/tests/events/albMultiValueHeadersEvent.json b/tests/events/albMultiValueHeadersEvent.json
new file mode 100644
index 00000000000..6b34709605c
--- /dev/null
+++ b/tests/events/albMultiValueHeadersEvent.json
@@ -0,0 +1,35 @@
+{
+  "requestContext": {
+    "elb": {
+      "targetGroupArn": "arn:aws:elasticloadbalancing:eu-central-1:1234567890:targetgroup/alb-c-Targe-11GDXTPQ7663S/804a67588bfdc10f"
+    }
+  },
+  "httpMethod": "GET",
+  "path": "/todos",
+  "multiValueQueryStringParameters": {},
+  "multiValueHeaders": {
+    "accept": [
+      "*/*"
+    ],
+    "host": [
+      "alb-c-LoadB-14POFKYCLBNSF-1815800096.eu-central-1.elb.amazonaws.com"
+    ],
+    "user-agent": [
+      "curl/7.79.1"
+    ],
+    "x-amzn-trace-id": [
+      "Root=1-62fa9327-21cdd4da4c6db451490a5fb7"
+    ],
+    "x-forwarded-for": [
+      "123.123.123.123"
+    ],
+    "x-forwarded-port": [
+      "80"
+    ],
+    "x-forwarded-proto": [
+      "http"
+    ]
+  },
+  "body": "",
+  "isBase64Encoded": false
+}
diff --git a/tests/functional/event_handler/test_api_gateway.py b/tests/functional/event_handler/test_api_gateway.py
index 4b1d7c1ee32..125a0f8c147 100644
--- a/tests/functional/event_handler/test_api_gateway.py
+++ b/tests/functional/event_handler/test_api_gateway.py
@@ -92,7 +92,26 @@ def get_lambda() -> Response:
     # THEN process event correctly
     # AND set the current_event type as APIGatewayProxyEvent
     assert result["statusCode"] == 200
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
+
+
+def test_api_gateway_v1_cookies():
+    # GIVEN a Http API V1 proxy type event
+    app = APIGatewayRestResolver()
+    cookie = "CookieMonster"
+
+    @app.get("/my/path")
+    def get_lambda() -> Response:
+        assert isinstance(app.current_event, APIGatewayProxyEvent)
+        return Response(200, content_types.TEXT_PLAIN, "Hello world", cookies=[cookie])
+
+    # WHEN calling the event handler
+    result = app(LOAD_GW_EVENT, {})
+
+    # THEN process event correctly
+    # AND set the current_event type as APIGatewayProxyEvent
+    assert result["statusCode"] == 200
+    assert result["multiValueHeaders"]["Set-Cookie"] == [cookie]
 
 
 def test_api_gateway():
@@ -110,7 +129,7 @@ def get_lambda() -> Response:
     # THEN process event correctly
     # AND set the current_event type as APIGatewayProxyEvent
     assert result["statusCode"] == 200
-    assert result["headers"]["Content-Type"] == content_types.TEXT_HTML
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.TEXT_HTML]
     assert result["body"] == "foo"
 
 
@@ -132,9 +151,30 @@ def my_path() -> Response:
     # AND set the current_event type as APIGatewayProxyEventV2
     assert result["statusCode"] == 200
     assert result["headers"]["Content-Type"] == content_types.TEXT_PLAIN
+    assert "Cookies" not in result["headers"]
     assert result["body"] == "tom"
 
 
+def test_api_gateway_v2_cookies():
+    # GIVEN a Http API V2 proxy type event
+    app = APIGatewayHttpResolver()
+    cookie = "CookieMonster"
+
+    @app.post("/my/path")
+    def my_path() -> Response:
+        assert isinstance(app.current_event, APIGatewayProxyEventV2)
+        return Response(200, content_types.TEXT_PLAIN, "Hello world", cookies=[cookie])
+
+    # WHEN calling the event handler
+    result = app(load_event("apiGatewayProxyV2Event.json"), {})
+
+    # THEN process event correctly
+    # AND set the current_event type as APIGatewayProxyEventV2
+    assert result["statusCode"] == 200
+    assert result["headers"]["Content-Type"] == content_types.TEXT_PLAIN
+    assert result["cookies"] == [cookie]
+
+
 def test_include_rule_matching():
     # GIVEN
     app = ApiGatewayResolver()
@@ -149,7 +189,7 @@ def get_lambda(my_id: str, name: str) -> Response:
 
     # THEN
     assert result["statusCode"] == 200
-    assert result["headers"]["Content-Type"] == content_types.TEXT_HTML
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.TEXT_HTML]
     assert result["body"] == "path"
 
 
@@ -200,7 +240,7 @@ def handler(event, context):
     result = handler(LOAD_GW_EVENT, None)
     assert result["statusCode"] == 404
     # AND cors headers are not returned
-    assert "Access-Control-Allow-Origin" not in result["headers"]
+    assert "Access-Control-Allow-Origin" not in result["multiValueHeaders"]
 
 
 def test_cors():
@@ -223,17 +263,17 @@ def handler(event, context):
     result = handler(LOAD_GW_EVENT, None)
 
     # THEN the headers should include cors headers
-    assert "headers" in result
-    headers = result["headers"]
-    assert headers["Content-Type"] == content_types.TEXT_HTML
-    assert headers["Access-Control-Allow-Origin"] == "*"
+    assert "multiValueHeaders" in result
+    headers = result["multiValueHeaders"]
+    assert headers["Content-Type"] == [content_types.TEXT_HTML]
+    assert headers["Access-Control-Allow-Origin"] == ["*"]
     assert "Access-Control-Allow-Credentials" not in headers
-    assert headers["Access-Control-Allow-Headers"] == ",".join(sorted(CORSConfig._REQUIRED_HEADERS))
+    assert headers["Access-Control-Allow-Headers"] == [",".join(sorted(CORSConfig._REQUIRED_HEADERS))]
 
     # THEN for routes without cors flag return no cors headers
     mock_event = {"path": "/my/request", "httpMethod": "GET"}
     result = handler(mock_event, None)
-    assert "Access-Control-Allow-Origin" not in result["headers"]
+    assert "Access-Control-Allow-Origin" not in result["multiValueHeaders"]
 
 
 def test_cors_preflight_body_is_empty_not_null():
@@ -272,8 +312,8 @@ def handler(event, context):
     assert isinstance(body, str)
     decompress = zlib.decompress(base64.b64decode(body), wbits=zlib.MAX_WBITS | 16).decode("UTF-8")
     assert decompress == expected_value
-    headers = result["headers"]
-    assert headers["Content-Encoding"] == "gzip"
+    headers = result["multiValueHeaders"]
+    assert headers["Content-Encoding"] == ["gzip"]
 
 
 def test_base64_encode():
@@ -292,8 +332,8 @@ def read_image() -> Response:
     assert result["isBase64Encoded"] is True
     body = result["body"]
     assert isinstance(body, str)
-    headers = result["headers"]
-    assert headers["Content-Encoding"] == "gzip"
+    headers = result["multiValueHeaders"]
+    assert headers["Content-Encoding"] == ["gzip"]
 
 
 def test_compress_no_accept_encoding():
@@ -348,9 +388,9 @@ def handler(event, context):
     result = handler({"path": "/success", "httpMethod": "GET"}, None)
 
     # THEN return the set Cache-Control
-    headers = result["headers"]
-    assert headers["Content-Type"] == content_types.TEXT_HTML
-    assert headers["Cache-Control"] == "max-age=600"
+    headers = result["multiValueHeaders"]
+    assert headers["Content-Type"] == [content_types.TEXT_HTML]
+    assert headers["Cache-Control"] == ["max-age=600"]
 
 
 def test_cache_control_non_200():
@@ -369,9 +409,9 @@ def handler(event, context):
     result = handler({"path": "/fails", "httpMethod": "DELETE"}, None)
 
     # THEN return a Cache-Control of "no-cache"
-    headers = result["headers"]
-    assert headers["Content-Type"] == content_types.TEXT_HTML
-    assert headers["Cache-Control"] == "no-cache"
+    headers = result["multiValueHeaders"]
+    assert headers["Content-Type"] == [content_types.TEXT_HTML]
+    assert headers["Cache-Control"] == ["no-cache"]
 
 
 def test_rest_api():
@@ -388,7 +428,7 @@ def rest_func() -> Dict:
 
     # THEN automatically process this as a json rest api response
     assert result["statusCode"] == 200
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
     expected_str = json.dumps(expected_dict, separators=(",", ":"), indent=None, cls=Encoder)
     assert result["body"] == expected_str
 
@@ -403,7 +443,7 @@ def rest_func() -> Response:
             status_code=404,
             content_type="used-if-not-set-in-header",
             body="Not found",
-            headers={"Content-Type": "header-content-type-wins", "custom": "value"},
+            headers={"Content-Type": ["header-content-type-wins"], "custom": ["value"]},
         )
 
     # WHEN calling the event handler
@@ -411,8 +451,8 @@ def rest_func() -> Response:
 
     # THEN the result can include some additional field control like overriding http headers
     assert result["statusCode"] == 404
-    assert result["headers"]["Content-Type"] == "header-content-type-wins"
-    assert result["headers"]["custom"] == "value"
+    assert result["multiValueHeaders"]["Content-Type"] == ["header-content-type-wins"]
+    assert result["multiValueHeaders"]["custom"] == ["value"]
     assert result["body"] == "Not found"
 
 
@@ -441,16 +481,16 @@ def another_one():
     result = app(event, None)
 
     # THEN routes by default return the custom cors headers
-    assert "headers" in result
-    headers = result["headers"]
-    assert headers["Content-Type"] == content_types.APPLICATION_JSON
-    assert headers["Access-Control-Allow-Origin"] == cors_config.allow_origin
-    expected_allows_headers = ",".join(sorted(set(allow_header + cors_config._REQUIRED_HEADERS)))
+    assert "multiValueHeaders" in result
+    headers = result["multiValueHeaders"]
+    assert headers["Content-Type"] == [content_types.APPLICATION_JSON]
+    assert headers["Access-Control-Allow-Origin"] == [cors_config.allow_origin]
+    expected_allows_headers = [",".join(sorted(set(allow_header + cors_config._REQUIRED_HEADERS)))]
     assert headers["Access-Control-Allow-Headers"] == expected_allows_headers
-    assert headers["Access-Control-Expose-Headers"] == ",".join(cors_config.expose_headers)
-    assert headers["Access-Control-Max-Age"] == str(cors_config.max_age)
+    assert headers["Access-Control-Expose-Headers"] == [",".join(cors_config.expose_headers)]
+    assert headers["Access-Control-Max-Age"] == [str(cors_config.max_age)]
     assert "Access-Control-Allow-Credentials" in headers
-    assert headers["Access-Control-Allow-Credentials"] == "true"
+    assert headers["Access-Control-Allow-Credentials"] == ["true"]
 
     # AND custom cors was set on the app
     assert isinstance(app._cors, CORSConfig)
@@ -459,7 +499,7 @@ def another_one():
     # AND routes without cors don't include "Access-Control" headers
     event = {"path": "/another-one", "httpMethod": "GET"}
     result = app(event, None)
-    headers = result["headers"]
+    headers = result["multiValueHeaders"]
     assert "Access-Control-Allow-Origin" not in headers
 
 
@@ -474,7 +514,7 @@ def test_no_content_response():
     # THEN return an None body and no Content-Type header
     assert result["statusCode"] == response.status_code
     assert result["body"] is None
-    headers = result["headers"]
+    headers = result["multiValueHeaders"]
     assert "Content-Type" not in headers
 
 
@@ -489,7 +529,7 @@ def test_no_matches_with_cors():
     # THEN return a 404
     # AND cors headers are returned
     assert result["statusCode"] == 404
-    assert "Access-Control-Allow-Origin" in result["headers"]
+    assert "Access-Control-Allow-Origin" in result["multiValueHeaders"]
     assert "Not found" in result["body"]
 
 
@@ -517,10 +557,10 @@ def post_no_cors():
     # AND include Access-Control-Allow-Methods of the cors methods used
     assert result["statusCode"] == 204
     assert result["body"] == ""
-    headers = result["headers"]
+    headers = result["multiValueHeaders"]
     assert "Content-Type" not in headers
-    assert "Access-Control-Allow-Origin" in result["headers"]
-    assert headers["Access-Control-Allow-Methods"] == "DELETE,GET,OPTIONS"
+    assert "Access-Control-Allow-Origin" in result["multiValueHeaders"]
+    assert headers["Access-Control-Allow-Methods"] == [",".join(sorted(["DELETE", "GET", "OPTIONS"]))]
 
 
 def test_custom_preflight_response():
@@ -535,7 +575,7 @@ def custom_preflight():
             status_code=200,
             content_type=content_types.TEXT_HTML,
             body="Foo",
-            headers={"Access-Control-Allow-Methods": "CUSTOM"},
+            headers={"Access-Control-Allow-Methods": ["CUSTOM"]},
         )
 
     @app.route(method="CUSTOM", rule="/some-call", cors=True)
@@ -548,10 +588,10 @@ def custom_method():
     # THEN return the custom preflight response
     assert result["statusCode"] == 200
     assert result["body"] == "Foo"
-    headers = result["headers"]
-    assert headers["Content-Type"] == content_types.TEXT_HTML
-    assert "Access-Control-Allow-Origin" in result["headers"]
-    assert headers["Access-Control-Allow-Methods"] == "CUSTOM"
+    headers = result["multiValueHeaders"]
+    assert headers["Content-Type"] == [content_types.TEXT_HTML]
+    assert "Access-Control-Allow-Origin" in result["multiValueHeaders"]
+    assert headers["Access-Control-Allow-Methods"] == ["CUSTOM"]
 
 
 def test_service_error_responses(json_dump):
@@ -569,7 +609,7 @@ def bad_request_error():
     # THEN return the bad request error response
     # AND status code equals 400
     assert result["statusCode"] == 400
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
     expected = {"statusCode": 400, "message": "Missing required parameter"}
     assert result["body"] == json_dump(expected)
 
@@ -584,7 +624,7 @@ def unauthorized_error():
     # THEN return the unauthorized error response
     # AND status code equals 401
     assert result["statusCode"] == 401
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
     expected = {"statusCode": 401, "message": "Unauthorized"}
     assert result["body"] == json_dump(expected)
 
@@ -599,7 +639,7 @@ def not_found_error():
     # THEN return the not found error response
     # AND status code equals 404
     assert result["statusCode"] == 404
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
     expected = {"statusCode": 404, "message": "Not found"}
     assert result["body"] == json_dump(expected)
 
@@ -614,7 +654,7 @@ def internal_server_error():
     # THEN return the internal server error response
     # AND status code equals 500
     assert result["statusCode"] == 500
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
     expected = {"statusCode": 500, "message": "Internal server error"}
     assert result["body"] == json_dump(expected)
 
@@ -629,8 +669,8 @@ def service_error():
     # THEN return the service error response
     # AND status code equals 502
     assert result["statusCode"] == 502
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
-    assert "Access-Control-Allow-Origin" in result["headers"]
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
+    assert "Access-Control-Allow-Origin" in result["multiValueHeaders"]
     expected = {"statusCode": 502, "message": "Something went wrong!"}
     assert result["body"] == json_dump(expected)
 
@@ -653,8 +693,8 @@ def raises_error():
     # AND include the exception traceback in the response
     assert result["statusCode"] == 500
     assert "Traceback (most recent call last)" in result["body"]
-    headers = result["headers"]
-    assert headers["Content-Type"] == content_types.TEXT_PLAIN
+    headers = result["multiValueHeaders"]
+    assert headers["Content-Type"] == [content_types.TEXT_PLAIN]
 
 
 def test_debug_unhandled_exceptions_debug_off():
@@ -941,7 +981,7 @@ def base():
 
     # THEN process event correctly
     assert result["statusCode"] == 200
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
 
 
 def test_api_gateway_app_router():
@@ -959,7 +999,7 @@ def foo():
 
     # THEN process event correctly
     assert result["statusCode"] == 200
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
 
 
 def test_api_gateway_app_router_with_params():
@@ -985,7 +1025,7 @@ def foo(account_id):
 
     # THEN process event correctly
     assert result["statusCode"] == 200
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
 
 
 def test_api_gateway_app_router_with_prefix():
@@ -1004,7 +1044,7 @@ def foo():
 
     # THEN process event correctly
     assert result["statusCode"] == 200
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
 
 
 def test_api_gateway_app_router_with_prefix_equals_path():
@@ -1024,7 +1064,7 @@ def foo():
 
     # THEN process event correctly
     assert result["statusCode"] == 200
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
 
 
 def test_api_gateway_app_router_with_different_methods():
@@ -1074,7 +1114,7 @@ def patch_func():
     result = app(LOAD_GW_EVENT, None)
     assert result["statusCode"] == 404
     # AND cors headers are not returned
-    assert "Access-Control-Allow-Origin" not in result["headers"]
+    assert "Access-Control-Allow-Origin" not in result["multiValueHeaders"]
 
 
 def test_duplicate_routes():
@@ -1133,11 +1173,11 @@ def foo(account_id):
 
     # THEN events are processed correctly
     assert get_result["statusCode"] == 200
-    assert get_result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert get_result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
     assert post_result["statusCode"] == 200
-    assert post_result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert post_result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
     assert put_result["statusCode"] == 404
-    assert put_result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert put_result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
 
 
 def test_api_gateway_app_router_access_to_resolver():
@@ -1156,7 +1196,7 @@ def foo():
     result = app(LOAD_GW_EVENT, {})
 
     assert result["statusCode"] == 200
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
 
 
 def test_exception_handler():
@@ -1182,7 +1222,7 @@ def get_lambda() -> Response:
 
     # THEN call the exception_handler
     assert result["statusCode"] == 418
-    assert result["headers"]["Content-Type"] == content_types.TEXT_HTML
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.TEXT_HTML]
     assert result["body"] == "Foo!"
 
 
@@ -1209,7 +1249,7 @@ def get_lambda() -> Response:
 
     # THEN call the exception_handler
     assert result["statusCode"] == 500
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
     assert result["body"] == "CUSTOM ERROR FORMAT"
 
 
@@ -1228,7 +1268,7 @@ def handle_not_found(exc: NotFoundError) -> Response:
 
     # THEN call the exception_handler
     assert result["statusCode"] == 404
-    assert result["headers"]["Content-Type"] == content_types.TEXT_PLAIN
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.TEXT_PLAIN]
     assert result["body"] == "I am a teapot!"
 
 
@@ -1266,7 +1306,7 @@ def get_lambda() -> Response:
 
     # THEN call the exception_handler
     assert result["statusCode"] == 400
-    assert result["headers"]["Content-Type"] == content_types.APPLICATION_JSON
+    assert result["multiValueHeaders"]["Content-Type"] == [content_types.APPLICATION_JSON]
     expected = {"statusCode": 400, "message": "Bad request"}
     assert result["body"] == json_dump(expected)
 
diff --git a/tests/functional/event_handler/test_lambda_function_url.py b/tests/functional/event_handler/test_lambda_function_url.py
index dc00c535580..ae0a231d46b 100644
--- a/tests/functional/event_handler/test_lambda_function_url.py
+++ b/tests/functional/event_handler/test_lambda_function_url.py
@@ -21,9 +21,30 @@ def foo():
     # AND set the current_event type as LambdaFunctionUrlEvent
     assert result["statusCode"] == 200
     assert result["headers"]["Content-Type"] == content_types.TEXT_HTML
+    assert "Cookies" not in result["headers"]
     assert result["body"] == "foo"
 
 
+def test_lambda_function_url_event_with_cookies():
+    # GIVEN a Lambda Function Url type event
+    app = LambdaFunctionUrlResolver()
+    cookie = "CookieMonster"
+
+    @app.get("/")
+    def foo():
+        assert isinstance(app.current_event, LambdaFunctionUrlEvent)
+        assert app.lambda_context == {}
+        return Response(200, content_types.TEXT_PLAIN, "foo", cookies=[cookie])
+
+    # WHEN calling the event handler
+    result = app(load_event("lambdaFunctionUrlEvent.json"), {})
+
+    # THEN process event correctly
+    # AND set the current_event type as LambdaFunctionUrlEvent
+    assert result["statusCode"] == 200
+    assert result["cookies"] == [cookie]
+
+
 def test_lambda_function_url_no_matches():
     # GIVEN a Lambda Function Url type event
     app = LambdaFunctionUrlResolver()
diff --git a/tests/functional/test_headers_serializer.py b/tests/functional/test_headers_serializer.py
new file mode 100644
index 00000000000..8a27ce8baa8
--- /dev/null
+++ b/tests/functional/test_headers_serializer.py
@@ -0,0 +1,147 @@
+from collections import defaultdict
+
+import pytest
+
+from aws_lambda_powertools.shared.headers_serializer import (
+    HttpApiHeadersSerializer,
+    MultiValueHeadersSerializer,
+    SingleValueHeadersSerializer,
+)
+
+
+def test_http_api_headers_serializer():
+    cookies = ["UUID=12345", "SSID=0xdeadbeef"]
+    header_values = ["bar", "zbr"]
+    headers = {"Foo": header_values}
+
+    serializer = HttpApiHeadersSerializer()
+    payload = serializer.serialize(headers=headers, cookies=cookies)
+
+    assert payload["cookies"] == cookies
+    assert payload["headers"]["Foo"] == ", ".join(header_values)
+
+
+def test_http_api_headers_serializer_with_empty_values():
+    serializer = HttpApiHeadersSerializer()
+    payload = serializer.serialize(headers={}, cookies=[])
+    assert payload == {"headers": {}, "cookies": []}
+
+
+def test_http_api_headers_serializer_with_headers_only():
+    content_type = "text/html"
+    serializer = HttpApiHeadersSerializer()
+    payload = serializer.serialize(headers={"Content-Type": [content_type]}, cookies=[])
+    assert payload["headers"]["Content-Type"] == content_type
+
+
+def test_http_api_headers_serializer_with_single_headers_only():
+    content_type = "text/html"
+    serializer = HttpApiHeadersSerializer()
+    payload = serializer.serialize(headers={"Content-Type": content_type}, cookies=[])
+    assert payload["headers"]["Content-Type"] == content_type
+
+
+def test_http_api_headers_serializer_with_cookies_only():
+    cookies = ["UUID=12345", "SSID=0xdeadbeef"]
+    serializer = HttpApiHeadersSerializer()
+    payload = serializer.serialize(headers={}, cookies=cookies)
+    assert payload["cookies"] == cookies
+
+
+def test_multi_value_headers_serializer():
+    cookies = ["UUID=12345", "SSID=0xdeadbeef"]
+    header_values = ["bar", "zbr"]
+    headers = {"Foo": header_values}
+
+    serializer = MultiValueHeadersSerializer()
+    payload = serializer.serialize(headers=headers, cookies=cookies)
+
+    assert payload["multiValueHeaders"]["Set-Cookie"] == cookies
+    assert payload["multiValueHeaders"]["Foo"] == header_values
+
+
+def test_multi_value_headers_serializer_with_headers_only():
+    content_type = "text/html"
+    serializer = MultiValueHeadersSerializer()
+    payload = serializer.serialize(headers={"Content-Type": [content_type]}, cookies=[])
+    assert payload["multiValueHeaders"]["Content-Type"] == [content_type]
+
+
+def test_multi_value_headers_serializer_with_single_headers_only():
+    content_type = "text/html"
+    serializer = MultiValueHeadersSerializer()
+    payload = serializer.serialize(headers={"Content-Type": content_type}, cookies=[])
+    assert payload["multiValueHeaders"]["Content-Type"] == [content_type]
+
+
+def test_multi_value_headers_serializer_with_cookies_only():
+    cookie = "UUID=12345"
+    serializer = MultiValueHeadersSerializer()
+    payload = serializer.serialize(headers={}, cookies=[cookie])
+    assert payload["multiValueHeaders"]["Set-Cookie"] == [cookie]
+
+
+def test_multi_value_headers_serializer_with_empty_values():
+    serializer = MultiValueHeadersSerializer()
+    payload = serializer.serialize(headers={}, cookies=[])
+    assert payload["multiValueHeaders"] == defaultdict(list)
+
+
+def test_single_value_headers_serializer():
+    cookie = "UUID=12345"
+    content_type = "text/html"
+    headers = {"Content-Type": [content_type]}
+
+    serializer = SingleValueHeadersSerializer()
+    payload = serializer.serialize(headers=headers, cookies=[cookie])
+    assert payload["headers"]["Content-Type"] == content_type
+    assert payload["headers"]["Set-Cookie"] == cookie
+
+
+def test_single_value_headers_serializer_with_headers_only():
+    content_type = "text/html"
+    serializer = SingleValueHeadersSerializer()
+    payload = serializer.serialize(headers={"Content-Type": [content_type]}, cookies=[])
+    assert payload["headers"]["Content-Type"] == content_type
+
+
+def test_single_value_headers_serializer_with_single_headers_only():
+    content_type = "text/html"
+    serializer = SingleValueHeadersSerializer()
+    payload = serializer.serialize(headers={"Content-Type": content_type}, cookies=[])
+    assert payload["headers"]["Content-Type"] == content_type
+
+
+def test_single_value_headers_serializer_with_cookies_only():
+    cookie = "UUID=12345"
+    serializer = SingleValueHeadersSerializer()
+    payload = serializer.serialize(headers={}, cookies=[cookie])
+    assert payload["headers"] == {"Set-Cookie": cookie}
+
+
+def test_single_value_headers_serializer_with_empty_values():
+    serializer = SingleValueHeadersSerializer()
+    payload = serializer.serialize(headers={}, cookies=[])
+    assert payload["headers"] == {}
+
+
+def test_single_value_headers_with_multiple_cookies_warning():
+    cookies = ["UUID=12345", "SSID=0xdeadbeef"]
+    warning_message = "Can't encode more than one cookie in the response. Sending the last cookie only."
+    serializer = SingleValueHeadersSerializer()
+
+    with pytest.warns(match=warning_message):
+        payload = serializer.serialize(cookies=cookies, headers={})
+
+    assert payload["headers"]["Set-Cookie"] == cookies[-1]
+
+
+def test_single_value_headers_with_multiple_header_values_warning():
+    headers = {"Foo": ["bar", "zbr"]}
+    warning_message = "Can't encode more than one header value for the same key."
+    serializer = SingleValueHeadersSerializer()
+
+    with pytest.warns(match=warning_message):
+        payload = serializer.serialize(cookies=[], headers=headers)
+
+    assert payload["headers"]["Foo"] == headers["Foo"][-1]