diff --git a/packages/webpack-cli/__tests__/init.test.js b/packages/webpack-cli/__tests__/init.test.js
new file mode 100644
index 00000000000..a34e5eb6080
--- /dev/null
+++ b/packages/webpack-cli/__tests__/init.test.js
@@ -0,0 +1,63 @@
+/* eslint-disable node/no-extraneous-require */
+const { sync: spawnSync } = require('execa');
+const path = require('path');
+const fs = require('fs');
+const rimraf = require('rimraf');
+
+const genPath = path.resolve(__dirname, './test-assets');
+const firstPrompt = 'Will your application have multiple bundles?';
+
+jest.setTimeout(60000);
+
+describe('init', () => {
+    beforeAll(() => {
+        rimraf.sync(genPath);
+        fs.mkdirSync(genPath);
+    });
+
+    afterAll(() => {
+        rimraf.sync(genPath);
+    });
+
+    it('should work with cli', () => {
+        const { stdout, stderr } = spawnSync(path.resolve(__dirname, '../bin/cli.js'), ['init'], {
+            cwd: genPath,
+            reject: false,
+        });
+        expect(stdout).toBeTruthy();
+        expect(stderr).toBeFalsy();
+        expect(stdout).toContain(firstPrompt);
+    });
+    it('should run with cli when auto is supplied', () => {
+        const { stdout } = spawnSync(path.resolve(__dirname, '../bin/cli.js'), ['init', '--auto'], {
+            cwd: genPath,
+            reject: false,
+        });
+        // Test no prompts are present
+        expect(stdout).toBeTruthy();
+        expect(stdout).not.toContain(firstPrompt);
+
+        // Skip test in case installation fails
+        if (!fs.existsSync(path.resolve(genPath, './yarn.lock'))) {
+            return;
+        }
+
+        // Test regressively files are scaffolded
+        const files = ['./sw.js', './package.json', './src/index.js'];
+
+        // eslint-disable-next-line prettier/prettier
+        files.forEach((file) => {
+            expect(fs.existsSync(path.resolve(genPath, file))).toBeTruthy();
+        });
+
+        // Check package json is correctly configured
+        const pkgJsonTests = () => {
+            const pkgJson = require(path.join(genPath, './package.json'));
+            expect(pkgJson).toBeTruthy();
+            expect(pkgJson['devDependencies']).toBeTruthy();
+            expect(pkgJson['devDependencies']['webpack']).toBeTruthy();
+            expect(pkgJson['scripts']['build'] == 'webpack').toBeTruthy();
+        };
+        expect(pkgJsonTests).not.toThrow();
+    });
+});
diff --git a/packages/webpack-cli/package.json b/packages/webpack-cli/package.json
index 397fd074556..0bce7486474 100644
--- a/packages/webpack-cli/package.json
+++ b/packages/webpack-cli/package.json
@@ -25,6 +25,7 @@
   "dependencies": {
     "@webpack-cli/package-utils": "^1.0.1-alpha.4",
     "@webpack-cli/info": "^1.0.1-alpha.4",
+    "@webpack-cli/init": "^1.0.1-alpha.5",
     "ansi-escapes": "^4.3.1",
     "chalk": "^3.0.0",
     "command-line-usage": "^6.1.0",