diff --git a/packages/nextjs/src/config/webpack.ts b/packages/nextjs/src/config/webpack.ts
index 4002db18f295..de6d346f2b7c 100644
--- a/packages/nextjs/src/config/webpack.ts
+++ b/packages/nextjs/src/config/webpack.ts
@@ -147,12 +147,9 @@ export function constructWebpackConfigFunction(
       );
     };
 
-    const possibleMiddlewareLocations = ['js', 'jsx', 'ts', 'tsx'].map(middlewareFileEnding => {
-      return path.join(middlewareLocationFolder, `middleware.${middlewareFileEnding}`);
-    });
     const isMiddlewareResource = (resourcePath: string): boolean => {
       const normalizedAbsoluteResourcePath = normalizeLoaderResourcePath(resourcePath);
-      return possibleMiddlewareLocations.includes(normalizedAbsoluteResourcePath);
+      return normalizedAbsoluteResourcePath.startsWith(middlewareLocationFolder) && !!normalizedAbsoluteResourcePath.match(/[\\/]middleware.*\.(js|jsx|ts|tsx)$/)
     };
 
     const isServerComponentResource = (resourcePath: string): boolean => {
@@ -172,7 +169,7 @@ export function constructWebpackConfigFunction(
       return (
         appDirPath !== undefined &&
         normalizedAbsoluteResourcePath.startsWith(appDirPath + path.sep) &&
-        !!normalizedAbsoluteResourcePath.match(/[\\/]route\.(js|jsx|ts|tsx)$/)
+        !!normalizedAbsoluteResourcePath.match(/[\\/]route.*\.(js|jsx|ts|tsx)$/)
       );
     };
 
diff --git a/packages/nextjs/test/config/loaders.test.ts b/packages/nextjs/test/config/loaders.test.ts
index c2aaf0c9a707..873ed500c92d 100644
--- a/packages/nextjs/test/config/loaders.test.ts
+++ b/packages/nextjs/test/config/loaders.test.ts
@@ -96,6 +96,10 @@ describe('webpack loaders', () => {
         resourcePath: '/Users/Maisey/projects/squirrelChasingSimulator/src/pages/testPage.tsx',
         expectedWrappingTargetKind: 'page',
       },
+      {
+        resourcePath: '/Users/Maisey/projects/squirrelChasingSimulator/src/pages/testPage.custom.tsx',
+        expectedWrappingTargetKind: 'page',
+      },
       {
         resourcePath: './src/pages/testPage.tsx',
         expectedWrappingTargetKind: 'page',
@@ -133,6 +137,10 @@ describe('webpack loaders', () => {
         resourcePath: '/Users/Maisey/projects/squirrelChasingSimulator/src/middleware.js',
         expectedWrappingTargetKind: 'middleware',
       },
+      {
+        resourcePath: '/Users/Maisey/projects/squirrelChasingSimulator/src/middleware.custom.js',
+        expectedWrappingTargetKind: 'middleware',
+      },
       {
         resourcePath: './src/middleware.js',
         expectedWrappingTargetKind: 'middleware',
@@ -162,6 +170,18 @@ describe('webpack loaders', () => {
         resourcePath: '/Users/Maisey/projects/squirrelChasingSimulator/src/pages/api/nested/testApiRoute.js',
         expectedWrappingTargetKind: 'api-route',
       },
+      {
+        resourcePath: '/Users/Maisey/projects/squirrelChasingSimulator/src/pages/api/nested/testApiRoute.custom.js',
+        expectedWrappingTargetKind: 'api-route',
+      },
+      {
+        resourcePath: '/Users/Maisey/projects/squirrelChasingSimulator/src/app/nested/route.ts',
+        expectedWrappingTargetKind: 'route-handler',
+      },
+      {
+        resourcePath: '/Users/Maisey/projects/squirrelChasingSimulator/src/app/nested/route.custom.ts',
+        expectedWrappingTargetKind: 'route-handler',
+      },
       {
         resourcePath: '/Users/Maisey/projects/squirrelChasingSimulator/src/app/page.js',
         expectedWrappingTargetKind: 'server-component',