diff --git a/changelog.d/11985.feature b/changelog.d/11985.feature
new file mode 100644
index 000000000000..120d888a4914
--- /dev/null
+++ b/changelog.d/11985.feature
@@ -0,0 +1 @@
+Fetch images when previewing Twitter URLs. Contributed by @AndrewRyanChama.
diff --git a/synapse/res/providers.json b/synapse/res/providers.json
index f1838f955901..7b9958e45464 100644
--- a/synapse/res/providers.json
+++ b/synapse/res/providers.json
@@ -5,8 +5,6 @@
         "endpoints": [
             {
                 "schemes": [
-                    "https://twitter.com/*/status/*",
-                    "https://*.twitter.com/*/status/*",
                     "https://twitter.com/*/moments/*",
                     "https://*.twitter.com/*/moments/*"
                 ],
@@ -14,4 +12,4 @@
             }
         ]
     }
-]
\ No newline at end of file
+]
diff --git a/synapse/rest/media/v1/preview_url_resource.py b/synapse/rest/media/v1/preview_url_resource.py
index 8d3d1e54dc9f..c08b60d10a09 100644
--- a/synapse/rest/media/v1/preview_url_resource.py
+++ b/synapse/rest/media/v1/preview_url_resource.py
@@ -402,7 +402,15 @@ async def _download_url(self, url: str, output_stream: BinaryIO) -> DownloadResu
                 url,
                 output_stream=output_stream,
                 max_size=self.max_spider_size,
-                headers={"Accept-Language": self.url_preview_accept_language},
+                headers={
+                    b"Accept-Language": self.url_preview_accept_language,
+                    # Use a custom user agent for the preview because some sites will only return
+                    # Open Graph metadata to crawler user agents. Omit the Synapse version
+                    # string to avoid leaking information.
+                    b"User-Agent": [
+                        "Synapse (bot; +https://github.com/matrix-org/synapse)"
+                    ],
+                },
                 is_allowed_content_type=_is_previewable,
             )
         except SynapseError: