diff --git a/images/win/Windows2016-Azure.json b/images/win/Windows2016-Azure.json
index 8096a7c0..a3ef3f45 100644
--- a/images/win/Windows2016-Azure.json
+++ b/images/win/Windows2016-Azure.json
@@ -896,7 +896,7 @@
         },
         {
             "type": "windows-restart",
-            "restart_timeout": "10m"
+            "restart_timeout": "30m"
         },
         {
             "type": "powershell",
diff --git a/images/win/Windows2019-Azure.json b/images/win/Windows2019-Azure.json
index d45e2583..1a8ae2df 100644
--- a/images/win/Windows2019-Azure.json
+++ b/images/win/Windows2019-Azure.json
@@ -901,7 +901,7 @@
         },
         {
             "type": "windows-restart",
-            "restart_timeout": "10m"
+            "restart_timeout": "30m"
         },
         {
             "type": "powershell",