diff --git a/packages/aws-cdk/README.md b/packages/aws-cdk/README.md
index 73260afd299d6..d6e29a2e3e5dc 100644
--- a/packages/aws-cdk/README.md
+++ b/packages/aws-cdk/README.md
@@ -458,6 +458,15 @@ locally to your terminal. To disable this feature you can pass the `--no-logs` o
 $ cdk watch --no-logs
 ```
 
+You can increase the concurrency by which `watch` will deploy and hotswap
+your stacks by specifying `--concurrency N`. `--concurrency` for `watch`
+acts the same as `--concurrency` for `deploy`, in that it will deploy or
+hotswap your stacks while respecting inter-stack dependencies.
+
+```console
+$ cdk watch --concurrency 5
+```
+
 **Note**: This command is considered experimental, and might have breaking changes in the future.
 The same limitations apply to to `watch` deployments as do to `--hotswap` deployments. See the
 *Hotswap deployments for faster development* section for more information.
diff --git a/packages/aws-cdk/lib/cdk-toolkit.ts b/packages/aws-cdk/lib/cdk-toolkit.ts
index fe16041bd979f..93518b4bf6394 100644
--- a/packages/aws-cdk/lib/cdk-toolkit.ts
+++ b/packages/aws-cdk/lib/cdk-toolkit.ts
@@ -737,6 +737,7 @@ export class CdkToolkit {
       cacheCloudAssembly: false,
       hotswap: hotswap,
       extraUserAgent: `cdk-watch/hotswap-${hotswap ? 'on' : 'off'}`,
+      concurrency: options.concurrency,
     };
 
     try {
@@ -900,6 +901,14 @@ interface WatchOptions extends Omit<CfnDeployOptions, 'execute'> {
    * @default - false
    */
   readonly traceLogs?: boolean;
+
+  /**
+   * Maximum number of simulatenous deployments (dependency permitting) to execute.
+   * The default is '1', which executes all deployments serially.
+   *
+   * @default 1
+   */
+  readonly concurrency?: number;
 }
 
 export interface DeployOptions extends CfnDeployOptions, WatchOptions {
diff --git a/packages/aws-cdk/lib/cli.ts b/packages/aws-cdk/lib/cli.ts
index fcb3412a2717f..0de38a1a9b5e0 100644
--- a/packages/aws-cdk/lib/cli.ts
+++ b/packages/aws-cdk/lib/cli.ts
@@ -216,7 +216,8 @@ async function parseCommandLineArguments() {
         default: true,
         desc: 'Show CloudWatch log events from all resources in the selected Stacks in the terminal. ' +
           "'true' by default, use --no-logs to turn off",
-      }),
+      })
+      .option('concurrency', { type: 'number', desc: 'Maximum number of simulatenous deployments (dependency permitting) to execute.', default: 1, requiresArg: true }),
     )
     .command('destroy [STACKS..]', 'Destroy the stack(s) named STACKS', (yargs: Argv) => yargs
       .option('all', { type: 'boolean', default: false, desc: 'Destroy all available stacks' })
@@ -516,6 +517,7 @@ async function initCommandLine() {
           rollback: configuration.settings.get(['rollback']),
           hotswap: args.hotswap,
           traceLogs: args.logs,
+          concurrency: args.concurrency,
         });
 
       case 'destroy':
diff --git a/packages/aws-cdk/test/cdk-toolkit.test.ts b/packages/aws-cdk/test/cdk-toolkit.test.ts
index 341775b08b38a..b0359fbb6dbc7 100644
--- a/packages/aws-cdk/test/cdk-toolkit.test.ts
+++ b/packages/aws-cdk/test/cdk-toolkit.test.ts
@@ -657,6 +657,18 @@ describe('watch', () => {
     expect(excludeArgs[1]).toBe('**/my-dir2');
   });
 
+  test('allows watching with deploy concurrency', async () => {
+    cloudExecutable.configuration.settings.set(['watch'], {});
+    const toolkit = defaultToolkitSetup();
+    const cdkDeployMock = jest.fn();
+    toolkit.deploy = cdkDeployMock;
+
+    await toolkit.watch({ selector: { patterns: [] }, concurrency: 3 });
+    fakeChokidarWatcherOn.readyCallback();
+
+    expect(cdkDeployMock).toBeCalledWith(expect.objectContaining({ concurrency: 3 }));
+  });
+
   describe('with file change events', () => {
     let toolkit: CdkToolkit;
     let cdkDeployMock: jest.Mock;