diff --git a/.github/workflows/playwright-image-updates.yaml b/.github/workflows/playwright-image-updates.yaml
new file mode 100644
index 0000000000..15bea28e0f
--- /dev/null
+++ b/.github/workflows/playwright-image-updates.yaml
@@ -0,0 +1,45 @@
+name: Update Playwright docker images
+on:
+    workflow_dispatch: {}
+    schedule:
+        - cron: "0 6 * * *" # Every day at 6am UTC
+jobs:
+    update:
+        runs-on: ubuntu-latest
+        steps:
+            - uses: actions/checkout@v3
+
+            - name: Update matrixdotorg/synapse image
+              run: |
+                  docker pull "$IMAGE"
+                  INSPECT=$(docker inspect --format='{{index .RepoDigests 0}}' "$IMAGE")
+                  DIGEST=${INSPECT#*@}
+                  sed -i "s/const DOCKER_TAG.*/const DOCKER_TAG = \"develop@$DIGEST\";/" playwright/plugins/homeserver/synapse/index.ts
+              env:
+                  IMAGE: matrixdotorg/synapse:develop
+
+            - name: Create Pull Request
+              id: cpr
+              uses: peter-evans/create-pull-request@153407881ec5c347639a548ade7d8ad1d6740e38 # v5
+              with:
+                  token: ${{ secrets.ELEMENT_BOT_TOKEN }}
+                  branch: actions/playwright-image-updates
+                  delete-branch: true
+                  title: Playwright Docker image updates
+                  labels: |
+                      T-Task
+
+            - name: Enable automerge
+              run: gh pr merge --merge --auto "$PR_NUMBER"
+              if: steps.cpr.outputs.pull-request-operation == 'created'
+              env:
+                  GH_TOKEN: ${{ secrets.ELEMENT_BOT_TOKEN }}
+                  PR_NUMBER: ${{ steps.cpr.outputs.pull-request-number }}
+
+            - name: Enable autoapprove
+              run: |
+                  gh pr review --approve "$PR_NUMBER"
+              if: steps.cpr.outputs.pull-request-operation == 'created'
+              env:
+                  GH_TOKEN: ${{ secrets.GITHUB_TOKEN }}
+                  PR_NUMBER: ${{ steps.cpr.outputs.pull-request-number }}
diff --git a/playwright/plugins/homeserver/synapse/index.ts b/playwright/plugins/homeserver/synapse/index.ts
index c11f937cf3..968968a8a6 100644
--- a/playwright/plugins/homeserver/synapse/index.ts
+++ b/playwright/plugins/homeserver/synapse/index.ts
@@ -25,6 +25,11 @@ import { Docker } from "../../docker";
 import { HomeserverConfig, HomeserverInstance, Homeserver, StartHomeserverOpts, Credentials } from "..";
 import { randB64Bytes } from "../../utils/rand";
 
+// Docker tag to use for `matrixdotorg/synapse` image.
+// We target a specific digest as every now and then a Synapse update will break our CI.
+// This digest is updated by the playwright-image-updates.yaml workflow periodically.
+const DOCKER_TAG = "develop@sha256:b41149e8bacb8c3b22b06bba186402a64b1810c92e70ed5518735f0e57ed8f06";
+
 async function cfgDirFromTemplate(opts: StartHomeserverOpts): Promise<Omit<HomeserverConfig, "dockerUrl">> {
     const templateDir = path.join(__dirname, "templates", opts.template);
 
@@ -103,7 +108,7 @@ export class Synapse implements Homeserver, HomeserverInstance {
         console.log(`Starting synapse with config dir ${synCfg.configDir}...`);
         const dockerSynapseParams = ["-v", `${synCfg.configDir}:/data`, "-p", `${synCfg.port}:8008/tcp`];
         const synapseId = await this.docker.run({
-            image: "matrixdotorg/synapse:develop",
+            image: `matrixdotorg/synapse:${DOCKER_TAG}`,
             containerName: `react-sdk-playwright-synapse`,
             params: dockerSynapseParams,
             cmd: ["run"],