diff --git a/.github/workflows/assistant-release-e2e-workflow-windows.yml b/.github/workflows/assistant-release-e2e-workflow-windows.yml
new file mode 100644
index 000000000..036a633e7
--- /dev/null
+++ b/.github/workflows/assistant-release-e2e-workflow-windows.yml
@@ -0,0 +1,24 @@
+name: Windows - Assistant Release tests workflow in Bundled OpenSearch Dashboards
+on:
+  pull_request:
+    branches: ['**']
+jobs:
+  changes:
+    runs-on: ubuntu-latest
+    outputs:
+      tests: ${{ steps.filter.outputs.tests }}
+    steps:
+      - uses: dorny/paths-filter@v2
+        id: filter
+        with:
+          filters: |
+            tests:
+              - 'cypress/**/dashboards-assistant/**'
+
+  tests:
+    needs: changes
+    uses: ./.github/workflows/release-e2e-workflow-template.yml
+    with:
+      test-name: dashboards assistant
+      test-command: env CYPRESS_DASHBOARDS_ASSISTANT_ENABLED=true yarn cypress:run-with-security --browser chromium --spec 'cypress/integration/plugins/dashboards-assistant/*'
+      osd-serve-args: --assistant.chat.enabled=true --assistant.chat.rootAgentName="Cypress test agent"