diff --git a/packages/@aws-cdk/core/lib/asset-staging.ts b/packages/@aws-cdk/core/lib/asset-staging.ts
index c948bc377c9a6..5ecafd9d3da56 100644
--- a/packages/@aws-cdk/core/lib/asset-staging.ts
+++ b/packages/@aws-cdk/core/lib/asset-staging.ts
@@ -189,7 +189,8 @@ export class AssetStaging extends CoreConstruct {
     if (props.bundling) {
       // Check if we actually have to bundle for this stack
       const bundlingStacks: string[] = this.node.tryGetContext(cxapi.BUNDLING_STACKS) ?? ['*'];
-      skip = !bundlingStacks.find(pattern => minimatch(Stack.of(this).stackName, pattern));
+      // bundlingStacks is of the form `Stage/Stack`, convert it to `Stage-Stack` before comparing to stack name
+      skip = !bundlingStacks.find(pattern => minimatch(Stack.of(this).stackName, pattern.replace('/', '-')));
       const bundling = props.bundling;
       stageThisAsset = () => this.stageByBundling(bundling, skip);
     } else {
diff --git a/packages/@aws-cdk/core/test/staging.test.ts b/packages/@aws-cdk/core/test/staging.test.ts
index 9c2c0a0f111b1..6b2bd8e76e9e4 100644
--- a/packages/@aws-cdk/core/test/staging.test.ts
+++ b/packages/@aws-cdk/core/test/staging.test.ts
@@ -859,8 +859,42 @@ describe('staging', () => {
     expect(asset.stagedPath).toEqual(directory);
     expect(asset.relativeStagedPath(stack)).toEqual(directory);
     expect(asset.assetHash).toEqual('f66d7421aa2d044a6c1f60ddfc76dc78571fcd8bd228eb48eb394e2dbad94a5c');
+  });
+
+  test('correctly skips bundling with stack under stage', () => {
+    // GIVEN
+    const app = new App();
+
+    const stage = new Stage(app, 'Stage');
+    stage.node.setContext(cxapi.BUNDLING_STACKS, ['Stage/Stack1']);
+
+    const stack1 = new Stack(stage, 'Stack1');
+    const stack2 = new Stack(stage, 'Stack2');
+    const directory = path.join(__dirname, 'fs', 'fixtures', 'test1');
 
+    new AssetStaging(stack1, 'Asset', {
+      sourcePath: directory,
+      assetHashType: AssetHashType.OUTPUT,
+      bundling: {
+        image: DockerImage.fromRegistry('alpine'),
+        command: [DockerStubCommand.SUCCESS],
+      },
+    });
+
+    new AssetStaging(stack2, 'Asset', {
+      sourcePath: directory,
+      assetHashType: AssetHashType.OUTPUT,
+      bundling: {
+        image: DockerImage.fromRegistry('alpine'),
+        command: [DockerStubCommand.MULTIPLE_FILES],
+      },
+    });
 
+    const dockerStubInput = readDockerStubInputConcat();
+    // Docker ran for the asset in Stack1
+    expect(dockerStubInput).toMatch(DockerStubCommand.SUCCESS);
+    // DOcker did not run for the asset in Stack2
+    expect(dockerStubInput).not.toMatch(DockerStubCommand.MULTIPLE_FILES);
   });
 
   test('bundling still occurs with partial wildcard', () => {