diff --git a/packages/@aws-cdk/aws-lambda-nodejs/lib/bundling.ts b/packages/@aws-cdk/aws-lambda-nodejs/lib/bundling.ts
index b612709216d41..7ff7b06ef741c 100644
--- a/packages/@aws-cdk/aws-lambda-nodejs/lib/bundling.ts
+++ b/packages/@aws-cdk/aws-lambda-nodejs/lib/bundling.ts
@@ -137,8 +137,7 @@ export class Bundling {
 
     // Configure target in package.json for Parcel
     packageJsonManager.update({
-      'cdk-lambda': `${cdk.AssetStaging.BUNDLING_OUTPUT_DIR}/index.js`,
-      'targets': {
+      targets: {
         'cdk-lambda': {
           context: 'node',
           includeNodeModules: includeNodeModules ?? true,
@@ -153,16 +152,24 @@ export class Bundling {
 
     // Entry file path relative to container path
     const containerEntryPath = path.join(cdk.AssetStaging.BUNDLING_INPUT_DIR, path.relative(projectRoot, path.resolve(options.entry)));
-    const parcelCommand = [
-      '$(node -p "require.resolve(\'parcel\')")', // Parcel is not globally installed, find its "bin"
-      'build', containerEntryPath.replace(/\\/g, '/'), // Always use POSIX paths in the container
-      '--target', 'cdk-lambda',
-      '--no-autoinstall',
-      '--no-scope-hoist',
-      ...options.cacheDir
-        ? ['--cache-dir', '/parcel-cache']
-        : [],
-    ].join(' ');
+    const distFile = path.basename(options.entry).replace(/\.ts$/, '.js');
+    const parcelCommand = chain([
+      [
+        '$(node -p "require.resolve(\'parcel\')")', // Parcel is not globally installed, find its "bin"
+        'build', containerEntryPath.replace(/\\/g, '/'), // Always use POSIX paths in the container
+        '--target', 'cdk-lambda',
+        '--dist-dir', cdk.AssetStaging.BUNDLING_OUTPUT_DIR, // Output bundle in /asset-output (will have the same name as the entry)
+        '--no-autoinstall',
+        '--no-scope-hoist',
+        ...options.cacheDir
+          ? ['--cache-dir', '/parcel-cache']
+          : [],
+      ].join(' '),
+      // Always rename dist file to index.js because Lambda doesn't support filenames
+      // with multiple dots and we can end up with multiple dots when using automatic
+      // entry lookup
+      `mv ${cdk.AssetStaging.BUNDLING_OUTPUT_DIR}/${distFile} ${cdk.AssetStaging.BUNDLING_OUTPUT_DIR}/index.js`,
+    ]);
 
     let installer = Installer.NPM;
     let lockfile: string | undefined;
diff --git a/packages/@aws-cdk/aws-lambda-nodejs/test/bundling.test.ts b/packages/@aws-cdk/aws-lambda-nodejs/test/bundling.test.ts
index cc7dac2261023..535d9ec0d0541 100644
--- a/packages/@aws-cdk/aws-lambda-nodejs/test/bundling.test.ts
+++ b/packages/@aws-cdk/aws-lambda-nodejs/test/bundling.test.ts
@@ -46,7 +46,7 @@ test('Parcel bundling', () => {
       workingDirectory: '/asset-input/folder',
       command: [
         'bash', '-c',
-        '$(node -p "require.resolve(\'parcel\')") build /asset-input/folder/entry.ts --target cdk-lambda --no-autoinstall --no-scope-hoist --cache-dir /parcel-cache',
+        '$(node -p "require.resolve(\'parcel\')") build /asset-input/folder/entry.ts --target cdk-lambda --dist-dir /asset-output --no-autoinstall --no-scope-hoist --cache-dir /parcel-cache && mv /asset-output/entry.js /asset-output/index.js',
       ],
     }),
   });
@@ -55,8 +55,7 @@ test('Parcel bundling', () => {
   const call = writeFileSyncMock.mock.calls[0];
   expect(call[0]).toMatch('package.json');
   expect(JSON.parse(call[1])).toEqual(expect.objectContaining({
-    'cdk-lambda': '/asset-output/index.js',
-    'targets': {
+    targets: {
       'cdk-lambda': {
         context: 'node',
         includeNodeModules: {
@@ -107,7 +106,7 @@ test('Parcel bundling with externals and dependencies', () => {
     bundling: expect.objectContaining({
       command: [
         'bash', '-c',
-        '$(node -p "require.resolve(\'parcel\')") build /asset-input/folder/entry.ts --target cdk-lambda --no-autoinstall --no-scope-hoist && mv /asset-input/.package.json /asset-output/package.json && cd /asset-output && npm install',
+        '$(node -p "require.resolve(\'parcel\')") build /asset-input/folder/entry.ts --target cdk-lambda --dist-dir /asset-output --no-autoinstall --no-scope-hoist && mv /asset-output/entry.js /asset-output/index.js && mv /asset-input/.package.json /asset-output/package.json && cd /asset-output && npm install',
       ],
     }),
   });
diff --git a/packages/@aws-cdk/aws-lambda-nodejs/test/integ.dependencies.expected.json b/packages/@aws-cdk/aws-lambda-nodejs/test/integ.dependencies.expected.json
index 24a997c991c49..94fa1f25ec7f1 100644
--- a/packages/@aws-cdk/aws-lambda-nodejs/test/integ.dependencies.expected.json
+++ b/packages/@aws-cdk/aws-lambda-nodejs/test/integ.dependencies.expected.json
@@ -36,7 +36,7 @@
       "Properties": {
         "Code": {
           "S3Bucket": {
-            "Ref": "AssetParametersebe4053f51756bfe12e0de8e07d4b67c2c2a4346090e1ad12622987dabe996b2S3BucketB430E8D1"
+            "Ref": "AssetParametersf94126eb364c953df28028e19ee70b3d0c2ac3fa9b88d0f5475e95978cb2722eS3Bucket64177146"
           },
           "S3Key": {
             "Fn::Join": [
@@ -49,7 +49,7 @@
                       "Fn::Split": [
                         "||",
                         {
-                          "Ref": "AssetParametersebe4053f51756bfe12e0de8e07d4b67c2c2a4346090e1ad12622987dabe996b2S3VersionKeyF30AC4DF"
+                          "Ref": "AssetParametersf94126eb364c953df28028e19ee70b3d0c2ac3fa9b88d0f5475e95978cb2722eS3VersionKeyF8E0F956"
                         }
                       ]
                     }
@@ -62,7 +62,7 @@
                       "Fn::Split": [
                         "||",
                         {
-                          "Ref": "AssetParametersebe4053f51756bfe12e0de8e07d4b67c2c2a4346090e1ad12622987dabe996b2S3VersionKeyF30AC4DF"
+                          "Ref": "AssetParametersf94126eb364c953df28028e19ee70b3d0c2ac3fa9b88d0f5475e95978cb2722eS3VersionKeyF8E0F956"
                         }
                       ]
                     }
@@ -92,17 +92,17 @@
     }
   },
   "Parameters": {
-    "AssetParametersebe4053f51756bfe12e0de8e07d4b67c2c2a4346090e1ad12622987dabe996b2S3BucketB430E8D1": {
+    "AssetParametersf94126eb364c953df28028e19ee70b3d0c2ac3fa9b88d0f5475e95978cb2722eS3Bucket64177146": {
       "Type": "String",
-      "Description": "S3 bucket for asset \"ebe4053f51756bfe12e0de8e07d4b67c2c2a4346090e1ad12622987dabe996b2\""
+      "Description": "S3 bucket for asset \"f94126eb364c953df28028e19ee70b3d0c2ac3fa9b88d0f5475e95978cb2722e\""
     },
-    "AssetParametersebe4053f51756bfe12e0de8e07d4b67c2c2a4346090e1ad12622987dabe996b2S3VersionKeyF30AC4DF": {
+    "AssetParametersf94126eb364c953df28028e19ee70b3d0c2ac3fa9b88d0f5475e95978cb2722eS3VersionKeyF8E0F956": {
       "Type": "String",
-      "Description": "S3 key for asset version \"ebe4053f51756bfe12e0de8e07d4b67c2c2a4346090e1ad12622987dabe996b2\""
+      "Description": "S3 key for asset version \"f94126eb364c953df28028e19ee70b3d0c2ac3fa9b88d0f5475e95978cb2722e\""
     },
-    "AssetParametersebe4053f51756bfe12e0de8e07d4b67c2c2a4346090e1ad12622987dabe996b2ArtifactHash6E38BF0B": {
+    "AssetParametersf94126eb364c953df28028e19ee70b3d0c2ac3fa9b88d0f5475e95978cb2722eArtifactHash8BE4F210": {
       "Type": "String",
-      "Description": "Artifact hash for asset \"ebe4053f51756bfe12e0de8e07d4b67c2c2a4346090e1ad12622987dabe996b2\""
+      "Description": "Artifact hash for asset \"f94126eb364c953df28028e19ee70b3d0c2ac3fa9b88d0f5475e95978cb2722e\""
     }
   }
 }
\ No newline at end of file
diff --git a/packages/@aws-cdk/aws-lambda-nodejs/test/integ.function.expected.json b/packages/@aws-cdk/aws-lambda-nodejs/test/integ.function.expected.json
index 5139b6c84d89b..e88132489f9ae 100644
--- a/packages/@aws-cdk/aws-lambda-nodejs/test/integ.function.expected.json
+++ b/packages/@aws-cdk/aws-lambda-nodejs/test/integ.function.expected.json
@@ -36,7 +36,7 @@
       "Properties": {
         "Code": {
           "S3Bucket": {
-            "Ref": "AssetParameters12f1d42878e237685b5a4cb717404fa08bf4aa659ccb573c7916f7e818ffc091S3Bucket3A595CE7"
+            "Ref": "AssetParametersd2bd5cfe4dc136ef456512a7d596b27f2da67bf81f6f0e20d8e0328f5fc3e636S3Bucket24297AFB"
           },
           "S3Key": {
             "Fn::Join": [
@@ -49,7 +49,7 @@
                       "Fn::Split": [
                         "||",
                         {
-                          "Ref": "AssetParameters12f1d42878e237685b5a4cb717404fa08bf4aa659ccb573c7916f7e818ffc091S3VersionKey708CAAF7"
+                          "Ref": "AssetParametersd2bd5cfe4dc136ef456512a7d596b27f2da67bf81f6f0e20d8e0328f5fc3e636S3VersionKeyF5D64812"
                         }
                       ]
                     }
@@ -62,7 +62,7 @@
                       "Fn::Split": [
                         "||",
                         {
-                          "Ref": "AssetParameters12f1d42878e237685b5a4cb717404fa08bf4aa659ccb573c7916f7e818ffc091S3VersionKey708CAAF7"
+                          "Ref": "AssetParametersd2bd5cfe4dc136ef456512a7d596b27f2da67bf81f6f0e20d8e0328f5fc3e636S3VersionKeyF5D64812"
                         }
                       ]
                     }
@@ -126,7 +126,7 @@
       "Properties": {
         "Code": {
           "S3Bucket": {
-            "Ref": "AssetParameters5383ed2a06cec74db0261318b2a3d648f26aa1a48e5e34ff40fb218e9eaf9941S3BucketB102419B"
+            "Ref": "AssetParametersa3bab04de14ffc364f4351c7019d484a5e36b66f74fc6b33a3ea208c20a8d6baS3Bucket796E4856"
           },
           "S3Key": {
             "Fn::Join": [
@@ -139,7 +139,7 @@
                       "Fn::Split": [
                         "||",
                         {
-                          "Ref": "AssetParameters5383ed2a06cec74db0261318b2a3d648f26aa1a48e5e34ff40fb218e9eaf9941S3VersionKey468D1E85"
+                          "Ref": "AssetParametersa3bab04de14ffc364f4351c7019d484a5e36b66f74fc6b33a3ea208c20a8d6baS3VersionKeyBCA2678F"
                         }
                       ]
                     }
@@ -152,7 +152,7 @@
                       "Fn::Split": [
                         "||",
                         {
-                          "Ref": "AssetParameters5383ed2a06cec74db0261318b2a3d648f26aa1a48e5e34ff40fb218e9eaf9941S3VersionKey468D1E85"
+                          "Ref": "AssetParametersa3bab04de14ffc364f4351c7019d484a5e36b66f74fc6b33a3ea208c20a8d6baS3VersionKeyBCA2678F"
                         }
                       ]
                     }
@@ -182,29 +182,29 @@
     }
   },
   "Parameters": {
-    "AssetParameters12f1d42878e237685b5a4cb717404fa08bf4aa659ccb573c7916f7e818ffc091S3Bucket3A595CE7": {
+    "AssetParametersd2bd5cfe4dc136ef456512a7d596b27f2da67bf81f6f0e20d8e0328f5fc3e636S3Bucket24297AFB": {
       "Type": "String",
-      "Description": "S3 bucket for asset \"12f1d42878e237685b5a4cb717404fa08bf4aa659ccb573c7916f7e818ffc091\""
+      "Description": "S3 bucket for asset \"d2bd5cfe4dc136ef456512a7d596b27f2da67bf81f6f0e20d8e0328f5fc3e636\""
     },
-    "AssetParameters12f1d42878e237685b5a4cb717404fa08bf4aa659ccb573c7916f7e818ffc091S3VersionKey708CAAF7": {
+    "AssetParametersd2bd5cfe4dc136ef456512a7d596b27f2da67bf81f6f0e20d8e0328f5fc3e636S3VersionKeyF5D64812": {
       "Type": "String",
-      "Description": "S3 key for asset version \"12f1d42878e237685b5a4cb717404fa08bf4aa659ccb573c7916f7e818ffc091\""
+      "Description": "S3 key for asset version \"d2bd5cfe4dc136ef456512a7d596b27f2da67bf81f6f0e20d8e0328f5fc3e636\""
     },
-    "AssetParameters12f1d42878e237685b5a4cb717404fa08bf4aa659ccb573c7916f7e818ffc091ArtifactHashECEF4AD0": {
+    "AssetParametersd2bd5cfe4dc136ef456512a7d596b27f2da67bf81f6f0e20d8e0328f5fc3e636ArtifactHashBEFC24E5": {
       "Type": "String",
-      "Description": "Artifact hash for asset \"12f1d42878e237685b5a4cb717404fa08bf4aa659ccb573c7916f7e818ffc091\""
+      "Description": "Artifact hash for asset \"d2bd5cfe4dc136ef456512a7d596b27f2da67bf81f6f0e20d8e0328f5fc3e636\""
     },
-    "AssetParameters5383ed2a06cec74db0261318b2a3d648f26aa1a48e5e34ff40fb218e9eaf9941S3BucketB102419B": {
+    "AssetParametersa3bab04de14ffc364f4351c7019d484a5e36b66f74fc6b33a3ea208c20a8d6baS3Bucket796E4856": {
       "Type": "String",
-      "Description": "S3 bucket for asset \"5383ed2a06cec74db0261318b2a3d648f26aa1a48e5e34ff40fb218e9eaf9941\""
+      "Description": "S3 bucket for asset \"a3bab04de14ffc364f4351c7019d484a5e36b66f74fc6b33a3ea208c20a8d6ba\""
     },
-    "AssetParameters5383ed2a06cec74db0261318b2a3d648f26aa1a48e5e34ff40fb218e9eaf9941S3VersionKey468D1E85": {
+    "AssetParametersa3bab04de14ffc364f4351c7019d484a5e36b66f74fc6b33a3ea208c20a8d6baS3VersionKeyBCA2678F": {
       "Type": "String",
-      "Description": "S3 key for asset version \"5383ed2a06cec74db0261318b2a3d648f26aa1a48e5e34ff40fb218e9eaf9941\""
+      "Description": "S3 key for asset version \"a3bab04de14ffc364f4351c7019d484a5e36b66f74fc6b33a3ea208c20a8d6ba\""
     },
-    "AssetParameters5383ed2a06cec74db0261318b2a3d648f26aa1a48e5e34ff40fb218e9eaf9941ArtifactHashF56A9434": {
+    "AssetParametersa3bab04de14ffc364f4351c7019d484a5e36b66f74fc6b33a3ea208c20a8d6baArtifactHashFF9F139E": {
       "Type": "String",
-      "Description": "Artifact hash for asset \"5383ed2a06cec74db0261318b2a3d648f26aa1a48e5e34ff40fb218e9eaf9941\""
+      "Description": "Artifact hash for asset \"a3bab04de14ffc364f4351c7019d484a5e36b66f74fc6b33a3ea208c20a8d6ba\""
     }
   }
 }
\ No newline at end of file