diff --git a/ghost/core/core/server/services/oembed/TwitterOEmbedProvider.js b/ghost/core/core/server/services/oembed/TwitterOEmbedProvider.js
index f280f9d538..78cf0750b2 100644
--- a/ghost/core/core/server/services/oembed/TwitterOEmbedProvider.js
+++ b/ghost/core/core/server/services/oembed/TwitterOEmbedProvider.js
@@ -71,6 +71,14 @@ class TwitterOEmbedProvider {
                 oembedData.tweet_data = body.data;
                 oembedData.tweet_data.includes = body.includes;
             } catch (err) {
+                if (err.response?.body) {
+                    try {
+                        const parsed = JSON.parse(err.response.body);
+                        err.context = parsed;
+                    } catch (e) {
+                        err.context = err.response.body;
+                    }
+                }
                 logging.error(err);
             }
         }
diff --git a/ghost/core/test/unit/server/services/oembed/twitter-embed.test.js b/ghost/core/test/unit/server/services/oembed/twitter-embed.test.js
index 23fdab31c4..a6b4969259 100644
--- a/ghost/core/test/unit/server/services/oembed/twitter-embed.test.js
+++ b/ghost/core/test/unit/server/services/oembed/twitter-embed.test.js
@@ -1,8 +1,11 @@
 const assert = require('assert/strict');
+const logging = require('@tryghost/logging');
+const sinon = require('sinon');
 const TwitterOEmbedProvider = require('../../../../../core/server/services/oembed/TwitterOEmbedProvider');
 const externalRequest = require('../../../../../core/server/lib/request-external');
 const nock = require('nock');
 const {mockManager} = require('../../../../utils/e2e-framework');
+const {HTTPError} = require('got');
 
 describe('TwitterOEmbedProvider', function () {
     before(async function () {
@@ -18,6 +21,27 @@ describe('TwitterOEmbedProvider', function () {
         mockManager.restore();
     });
 
+    function nockOembedRequest() {
+        nock('https://publish.twitter.com')
+            .get('/oembed')
+            .query(true)
+            .reply(200, {
+                data: {
+                    conversation_id: '1630581157568839683',
+                    public_metrics: {
+                        retweet_count: 6,
+                        reply_count: 1,
+                        like_count: 27
+                    }
+                },
+                includes: {
+                    verified: false,
+                    description: 'some description',
+                    location: 'someplace, somewhere'
+                }
+            });
+    }
+
     it('Can support requests for Twitter URLs', async function () {
         const provider = new TwitterOEmbedProvider();
         const tweetURL = new URL(
@@ -48,26 +72,10 @@ describe('TwitterOEmbedProvider', function () {
             'https://twitter.com/Ghost/status/1630581157568839683'
         );
 
-        // not certain why we hit publish.twitter.com
-        nock('https://publish.twitter.com')
-            .get('/oembed')
-            .query(true)
-            .reply(200, {
-                data: {
-                    conversation_id: '1630581157568839683',
-                    public_metrics: {
-                        retweet_count: 6,
-                        reply_count: 1,
-                        like_count: 27
-                    }
-                },
-                includes: {
-                    verified: false,
-                    description: 'some description',
-                    location: 'someplace, somewhere'
-                }
-            });
+        // oembed-extractor first fetches the main oembed data
+        nockOembedRequest();
 
+        // then we fetch additional data from the Twitter API
         nock('https://api.twitter.com')
             .get('/2/tweets/1630581157568839683')
             .query(true)
@@ -93,4 +101,41 @@ describe('TwitterOEmbedProvider', function () {
         assert.ok(oembedData.data);
         assert.ok(oembedData.includes);
     });
+
+    it('logs error with context when external request fails', async function () {
+        const provider = new TwitterOEmbedProvider({
+            config: {
+                bearerToken: 'test'
+            }
+        });
+        const tweetURL = new URL(
+            'https://twitter.com/Ghost/status/1630581157568839683'
+        );
+
+        nockOembedRequest();
+
+        nock('https://api.twitter.com')
+            .get('/2/tweets/1630581157568839683')
+            .query(true)
+            .reply(403, {
+                client_id: '12345',
+                detail: 'Testing requests are forbidden!',
+                reason: 'thou-shalt-not-pass'
+            });
+
+        const loggingStub = sinon.stub(logging, 'error');
+
+        await provider.getOEmbedData(tweetURL, externalRequest);
+
+        sinon.assert.calledOnce(loggingStub);
+        sinon.assert.calledWithMatch(loggingStub,
+            sinon.match.instanceOf(HTTPError).and(
+                sinon.match.has('context', {
+                    client_id: '12345',
+                    detail: 'Testing requests are forbidden!',
+                    reason: 'thou-shalt-not-pass'
+                })
+            )
+        );
+    });
 });