diff --git a/CHANGELOG b/CHANGELOG
index b6000d1..c63ea6d 100644
--- a/CHANGELOG
+++ b/CHANGELOG
@@ -701,3 +701,12 @@
 * Fix HttpLog not being enabled with `RAILS_LOG_LEVEL=debug` ([#35833](https://github.com/tootsuite/mastodon/issues/35833) by [@mjankowski](https://github.com/mjankowski))
 * Fix self-destruct scheduler behavior on some Redis setups ([#35823](https://github.com/tootsuite/mastodon/issues/35823) by [@ClearlyClaire](https://github.com/ClearlyClaire))
 
+[1.16.5]
+* Update mastodon to 4.4.5
+* [Full Changelog](https://github.com/mastodon/mastodon/releases/tag/v4.4.5)
+* Add support for `has:quote` in search ([#36217](https://github.com/tootsuite/mastodon/issues/36217) by [@ClearlyClaire](https://github.com/ClearlyClaire))
+* Change quoted posts from silenced accounts to use a click-through rather than being hidden ([#36166](https://github.com/tootsuite/mastodon/issues/36166) and [#36167](https://github.com/tootsuite/mastodon/issues/36167) by [@ClearlyClaire](https://github.com/ClearlyClaire))
+* Fix processing of out-of-order `Update` as implicit updates ([#36190](https://github.com/tootsuite/mastodon/issues/36190) by [@ClearlyClaire](https://github.com/ClearlyClaire))
+* Fix getting `Create` and `Update` out of order ([#36176](https://github.com/tootsuite/mastodon/issues/36176) by [@ClearlyClaire](https://github.com/ClearlyClaire))
+* Fix quotes with Content Warnings but no text being shown without Content Warnings ([#36150](https://github.com/tootsuite/mastodon/issues/36150) by [@ClearlyClaire](https://github.com/ClearlyClaire))
+
diff --git a/CloudronManifest.json b/CloudronManifest.json
index c173e15..1cb815d 100644
--- a/CloudronManifest.json
+++ b/CloudronManifest.json
@@ -5,7 +5,7 @@
   "description": "file://DESCRIPTION.md",
   "changelog": "file://CHANGELOG",
   "tagline": "Federated social network",
-  "version": "1.16.4",
+  "version": "1.16.5",
   "upstreamVersion": "4.4.5",
   "healthCheckPath": "/about",
   "httpPort": 8000,