diff --git a/packaging/windows/vectorcraft.wxs b/packaging/windows/vectorcraft.wxs
--- a/packaging/windows/vectorcraft.wxs
+++ b/packaging/windows/vectorcraft.wxs
@@ -118,6 +118,11 @@
           <Shortcut Id="StartMenuShortcut" Directory="ProgramMenuFolder" Name="VectorCraft"
               Description="VectorCraft vector illustration app" WorkingDirectory="INSTALLFOLDER" Advertise="yes"
               Icon="VectorcraftIcon.ico" IconIndex="0" />
+          <ProgId Id="VectorCraft.vectorcraft" Description="VectorCraft document">
+            <Extension Id="vectorcraft" ContentType="application/x-vectorcraft">
+              <Verb Id="open" Command="Open" TargetFile="[#VectorcraftExe]" Argument="&quot;%1&quot;" />
+            </Extension>
+          </ProgId>
         </File>
 
         <RegistryValue Root="HKLM" Key="Software\Microsoft\Windows\CurrentVersion\App Paths\vectorcraft.exe" Value="[#VectorcraftExe]" Type="string" />
diff --git a/xtask/src/bundle.rs b/xtask/src/bundle.rs
--- a/xtask/src/bundle.rs
+++ b/xtask/src/bundle.rs
@@ -72,6 +72,26 @@ mod tests {
         assert!(read("packaging/linux/ai.storyteller.vectorcraft.metainfo.xml.in").contains("<category>VectorGraphics</category>"));
     }
 
+    #[test]
+    fn packaging_file_associations_reference_installed_executable() {
+        let wxs = std::fs::read_to_string(crate::root().join("packaging/windows/vectorcraft.wxs")).unwrap();
+        for (extension, prog_id) in [("vectorcraft", "VectorCraft.vectorcraft")] {
+            let prog_id_start = wxs.find(&format!(r#"<ProgId Id="{prog_id}""#)).unwrap();
+            let prog_id_end = wxs[prog_id_start..].find("</ProgId>").unwrap() + prog_id_start;
+            let prog_id = &wxs[prog_id_start..prog_id_end];
+
+            let extension_start = prog_id.find(&format!(r#"<Extension Id="{extension}""#)).unwrap();
+            let extension_end = prog_id[extension_start..].find("</Extension>").unwrap() + extension_start;
+            let extension = &prog_id[extension_start..extension_end];
+
+            assert!(
+                extension.contains(r#"<Verb Id="open" Command="Open" TargetFile="[#VectorcraftExe]" Argument="&quot;%1&quot;" />"#),
+                ".{extension} does not open with the installed executable",
+            );
+        }
+        assert!(wxs.contains(r#"Directory="INSTALLFOLDER""#), "associations are not installed with the app");
+    }
+
     #[test]
     fn dev_bundle_plist_is_the_release_one() {
         let p = info_plist("1.2.3-rc.1", "abc123");