diff --git a/images/win/toolsets/toolset-2016.json b/images/win/toolsets/toolset-2016.json
index 5e0b23c6..fef0a3fc 100644
--- a/images/win/toolsets/toolset-2016.json
+++ b/images/win/toolsets/toolset-2016.json
@@ -10,7 +10,8 @@
                 "3.5.*",
                 "3.6.*",
                 "3.7.*",
-                "3.8.*"
+                "3.8.*",
+                "3.9.*"
             ],
             "default": "3.7.*"
         },
@@ -24,7 +25,8 @@
                 "3.5.*",
                 "3.6.*",
                 "3.7.*",
-                "3.8.*"
+                "3.8.*",
+                "3.9.*"
             ]
         },
         {
diff --git a/images/win/toolsets/toolset-2019.json b/images/win/toolsets/toolset-2019.json
index bf1d0dff..c76c9701 100644
--- a/images/win/toolsets/toolset-2019.json
+++ b/images/win/toolsets/toolset-2019.json
@@ -10,7 +10,8 @@
                 "3.5.*",
                 "3.6.*",
                 "3.7.*",
-                "3.8.*"
+                "3.8.*",
+                "3.9.*"
             ],
             "default": "3.7.*"
         },
@@ -24,7 +25,8 @@
                 "3.5.*",
                 "3.6.*",
                 "3.7.*",
-                "3.8.*"
+                "3.8.*",
+                "3.9.*"
             ]
         },
         {