diff --git a/.gitignore b/.gitignore
index b47a502..4fdae3c 100644
--- a/.gitignore
+++ b/.gitignore
@@ -7,3 +7,4 @@
 /tmp/
 *.gem
 .DS_Store
+.idea/*
diff --git a/lib/sorbet-schema/hash_transformer.rb b/lib/sorbet-schema/hash_transformer.rb
index d0a0006..3a847b9 100644
--- a/lib/sorbet-schema/hash_transformer.rb
+++ b/lib/sorbet-schema/hash_transformer.rb
@@ -6,17 +6,40 @@
 class HashTransformer
   extend T::Sig
 
+  sig { params(should_serialize_values: T::Boolean).void }
+  def initialize(should_serialize_values: false)
+    @should_serialize_values = should_serialize_values
+  end
+
   sig { params(hash: T::Hash[T.untyped, T.untyped]).returns(T::Hash[Symbol, T.untyped]) }
   def deep_symbolize_keys(hash)
     hash.each_with_object({}) do |(key, value), result|
-      result[key.to_sym] = value.is_a?(Hash) ? deep_symbolize_keys(value) : value
+      result[key.to_sym] = transform_value(value, hash_transformation_method: :deep_symbolize_keys)
     end
   end
 
   sig { params(hash: T::Hash[T.untyped, T.untyped]).returns(T::Hash[String, T.untyped]) }
   def deep_stringify_keys(hash)
     hash.each_with_object({}) do |(key, value), result|
-      result[key.to_s] = value.is_a?(Hash) ? deep_stringify_keys(value) : value
+      result[key.to_s] = transform_value(value, hash_transformation_method: :deep_stringify_keys)
+    end
+  end
+
+  private
+
+  sig { returns(T::Boolean) }
+  attr_reader :should_serialize_values
+
+  sig { params(value: T.untyped, hash_transformation_method: Symbol).returns(T.untyped) }
+  def transform_value(value, hash_transformation_method:)
+    if value.is_a?(Hash)
+      send(hash_transformation_method, value)
+    elsif value.is_a?(Array)
+      value.map { |inner_val| transform_value(inner_val, hash_transformation_method: hash_transformation_method) }
+    elsif value.respond_to?(:serialize) && should_serialize_values
+      value.serialize
+    else
+      value
     end
   end
 end
diff --git a/lib/typed/hash_serializer.rb b/lib/typed/hash_serializer.rb
index bdd5b09..f642c38 100644
--- a/lib/typed/hash_serializer.rb
+++ b/lib/typed/hash_serializer.rb
@@ -8,14 +8,26 @@ class HashSerializer < Serializer
     Input = type_member { {fixed: InputHash} }
     Output = type_member { {fixed: OutputHash} }
 
+    sig { params(schema: Schema, should_serialize_values: T::Boolean).void }
+    def initialize(schema:, should_serialize_values: false)
+      @should_serialize_values = should_serialize_values
+
+      super(schema: schema)
+    end
+
     sig { override.params(source: Input).returns(Result[T::Struct, DeserializeError]) }
     def deserialize(source)
-      deserialize_from_creation_params(HashTransformer.new.deep_symbolize_keys(source))
+      deserialize_from_creation_params(HashTransformer.new(should_serialize_values: should_serialize_values).deep_symbolize_keys(source))
     end
 
     sig { override.params(struct: T::Struct).returns(Output) }
     def serialize(struct)
-      HashTransformer.new.deep_symbolize_keys(struct.serialize)
+      HashTransformer.new(should_serialize_values: should_serialize_values).deep_symbolize_keys(struct.serialize)
     end
+
+    private
+
+    sig { returns(T::Boolean) }
+    attr_reader :should_serialize_values
   end
 end
diff --git a/test/hash_transformer_test.rb b/test/hash_transformer_test.rb
index 4fd89ff..a4093f6 100644
--- a/test/hash_transformer_test.rb
+++ b/test/hash_transformer_test.rb
@@ -2,14 +2,16 @@
 
 class HashTransformerTest < Minitest::Test
   def setup
-    # standard:disable Style/HashSyntax
     @test_hash = {
-      "test" => 1,
-      another: 1,
-      deeper: {
-        anotherhash: 2,
+      "test" => TestEnums::EnumOne,
+      :another => 1,
+      :deeper => {
+        :anotherhash => 2,
         "deeperagain" => {
-          "value" => 3
+          "value" => TestEnums::EnumThree,
+          "boolean" => false,
+          "date" => Date.new(1776, 7, 4),
+          "array" => [1, TestEnums::EnumOne, {"verydeep" => 1}]
         }
       }
     }
@@ -19,12 +21,15 @@ def setup
 
   def test_deep_symbolize_keys_symbolizes_all_keys
     expected_hash = {
-      test: 1,
+      test: TestEnums::EnumOne,
       another: 1,
       deeper: {
         anotherhash: 2,
         deeperagain: {
-          value: 3
+          value: TestEnums::EnumThree,
+          boolean: false,
+          date: Date.new(1776, 7, 4),
+          array: [1, TestEnums::EnumOne, {verydeep: 1}]
         }
       }
     }
@@ -32,18 +37,61 @@ def test_deep_symbolize_keys_symbolizes_all_keys
     assert_equal(expected_hash, @transformer.deep_symbolize_keys(@test_hash))
   end
 
+  def test_deep_symbolize_keys_serialize_values_symbolizes_all_keys_and_serializes_values
+    transformer = HashTransformer.new(should_serialize_values: true)
+
+    expected_hash = {
+      test: "1",
+      another: 1,
+      deeper: {
+        anotherhash: 2,
+        deeperagain: {
+          value: "3",
+          boolean: false,
+          date: Date.new(1776, 7, 4),
+          array: [1, "1", {verydeep: 1}]
+        }
+      }
+    }
+
+    assert_equal(expected_hash, transformer.deep_symbolize_keys(@test_hash))
+  end
+
   def test_deep_stringify_keys_stringifies_all_keys
     expected_hash = {
-      "test" => 1,
+      "test" => TestEnums::EnumOne,
       "another" => 1,
       "deeper" => {
         "anotherhash" => 2,
         "deeperagain" => {
-          "value" => 3
+          "value" => TestEnums::EnumThree,
+          "boolean" => false,
+          "date" => Date.new(1776, 7, 4),
+          "array" => [1, TestEnums::EnumOne, {"verydeep" => 1}]
         }
       }
     }
 
     assert_equal(expected_hash, @transformer.deep_stringify_keys(@test_hash))
   end
+
+  def test_deep_stringify_keys_serialize_values_stringifies_all_keys_and_serializes_values
+    transformer = HashTransformer.new(should_serialize_values: true)
+
+    expected_hash = {
+      "test" => "1",
+      "another" => 1,
+      "deeper" => {
+        "anotherhash" => 2,
+        "deeperagain" => {
+          "value" => "3",
+          "boolean" => false,
+          "date" => Date.new(1776, 7, 4),
+          "array" => [1, "1", {"verydeep" => 1}]
+        }
+      }
+    }
+
+    assert_equal(expected_hash, transformer.deep_stringify_keys(@test_hash))
+  end
 end
diff --git a/test/support/test_enums.rb b/test/support/test_enums.rb
new file mode 100644
index 0000000..45ae64b
--- /dev/null
+++ b/test/support/test_enums.rb
@@ -0,0 +1,9 @@
+# typed: true
+
+class TestEnums < T::Enum
+  enums do
+    EnumOne = new("1")
+    EnumTwo = new("2")
+    EnumThree = new("3")
+  end
+end