diff --git a/packages/aws-cdk/lib/cli/cli-config.ts b/packages/aws-cdk/lib/cli/cli-config.ts
index 3ea32e677..4947cc435 100644
--- a/packages/aws-cdk/lib/cli/cli-config.ts
+++ b/packages/aws-cdk/lib/cli/cli-config.ts
@@ -20,6 +20,7 @@ export async function makeConfig(): Promise<CliConfig> {
       'app': { type: 'string', alias: 'a', desc: 'REQUIRED WHEN RUNNING APP: command-line for executing your app or a cloud assembly directory (e.g. "node bin/my-app.js"). Can also be specified in cdk.json or ~/.cdk.json', requiresArg: true },
       'build': { type: 'string', desc: 'Command-line for a pre-synth build' },
       'context': { type: 'array', alias: 'c', desc: 'Add contextual string parameter (KEY=VALUE)' },
+      'context-file': { type: 'string', desc: 'Add contextual file path parameter' },
       'plugin': { type: 'array', alias: 'p', desc: 'Name or path of a node package that extend the CDK features. Can be specified multiple times' },
       'trace': { type: 'boolean', desc: 'Print trace for stack warnings' },
       'strict': { type: 'boolean', desc: 'Do not construct stacks with warnings' },
diff --git a/packages/aws-cdk/lib/cli/convert-to-user-input.ts b/packages/aws-cdk/lib/cli/convert-to-user-input.ts
index 4edbfcb2e..ab70c87e7 100644
--- a/packages/aws-cdk/lib/cli/convert-to-user-input.ts
+++ b/packages/aws-cdk/lib/cli/convert-to-user-input.ts
@@ -12,6 +12,7 @@ export function convertYargsToUserInput(args: any): UserInput {
     app: args.app,
     build: args.build,
     context: args.context,
+    contextFile: args.contextFile,
     plugin: args.plugin,
     trace: args.trace,
     strict: args.strict,
@@ -291,6 +292,7 @@ export function convertConfigToUserInput(config: any): UserInput {
     app: config.app,
     build: config.build,
     context: config.context,
+    contextFile: config.contextFile,
     plugin: config.plugin,
     trace: config.trace,
     strict: config.strict,
diff --git a/packages/aws-cdk/lib/cli/parse-command-line-arguments.ts b/packages/aws-cdk/lib/cli/parse-command-line-arguments.ts
index 9f9d428a1..3ce195361 100644
--- a/packages/aws-cdk/lib/cli/parse-command-line-arguments.ts
+++ b/packages/aws-cdk/lib/cli/parse-command-line-arguments.ts
@@ -30,6 +30,11 @@ export function parseCommandLineArguments(args: Array<string>): any {
       nargs: 1,
       requiresArg: true,
     })
+    .option('context-file', {
+      default: undefined,
+      type: 'string',
+      desc: 'Add contextual file path parameter',
+    })
     .option('plugin', {
       type: 'array',
       alias: 'p',
diff --git a/packages/aws-cdk/lib/cli/user-configuration.ts b/packages/aws-cdk/lib/cli/user-configuration.ts
index 823353c25..d275d5465 100644
--- a/packages/aws-cdk/lib/cli/user-configuration.ts
+++ b/packages/aws-cdk/lib/cli/user-configuration.ts
@@ -2,16 +2,18 @@ import * as os from 'os';
 import * as fs_path from 'path';
 import { ToolkitError } from '@aws-cdk/toolkit-lib';
 import * as fs from 'fs-extra';
-import { Context, PROJECT_CONTEXT } from '../api/context';
+import { Context, PROJECT_CONTEXT as DEFAULT_PROJECT_CONTEXT } from '../api/context';
 import { Settings } from '../api/settings';
 import type { Tag } from '../api/tags';
-import { debug, warning } from '../logging';
+import { info, debug, warning } from '../logging';
 
 export const PROJECT_CONFIG = 'cdk.json';
-export { PROJECT_CONTEXT } from '../api/context';
 export const USER_DEFAULTS = '~/.cdk.json';
 const CONTEXT_KEY = 'context';
 
+let PROJECT_CONTEXT = DEFAULT_PROJECT_CONTEXT;
+export { PROJECT_CONTEXT };
+
 export enum Command {
   LS = 'ls',
   LIST = 'list',
@@ -122,6 +124,20 @@ export class Configuration {
   public async load(): Promise<this> {
     const userConfig = await loadAndLog(USER_DEFAULTS);
     this._projectConfig = await loadAndLog(PROJECT_CONFIG);
+    var userProjectContextFile = this.commandLineArguments.subSettings(['contextFile']).get([]);
+    // Check if file exists
+    if (
+      userProjectContextFile &&
+      typeof userProjectContextFile === 'string' &&
+      fs.existsSync(expandHomeDir(userProjectContextFile))
+    ) {
+      info(`Using specified project context ${userProjectContextFile}`);
+      PROJECT_CONTEXT = userProjectContextFile;
+    } else {
+      warning(
+        `File ${userProjectContextFile} does not exist or is not a valid path. Using default: ${PROJECT_CONTEXT}`,
+      );
+    }
     this._projectContext = await loadAndLog(PROJECT_CONTEXT);
 
     // @todo cannot currently be disabled by cli users
@@ -278,6 +294,7 @@ export function commandLineArgumentsToSettings(argv: Arguments): Settings {
     build: argv.build,
     caBundlePath: argv.caBundlePath,
     context,
+    contextFile: argv.contextFile,
     debug: argv.debug,
     tags,
     language: argv.language,
diff --git a/packages/aws-cdk/lib/cli/user-input.ts b/packages/aws-cdk/lib/cli/user-input.ts
index 0aa41a901..523d09e79 100644
--- a/packages/aws-cdk/lib/cli/user-input.ts
+++ b/packages/aws-cdk/lib/cli/user-input.ts
@@ -157,6 +157,13 @@ export interface GlobalOptions {
    */
   readonly context?: Array<string>;
 
+  /**
+   * Add contextual file path parameter
+   *
+   * @default - undefined
+   */
+  readonly contextFile?: string;
+
   /**
    * Name or path of a node package that extend the CDK features. Can be specified multiple times
    *
diff --git a/packages/aws-cdk/test/cli/cli-commands.test.ts b/packages/aws-cdk/test/cli/cli-commands.test.ts
index 07cb3f891..4ab973a5b 100644
--- a/packages/aws-cdk/test/cli/cli-commands.test.ts
+++ b/packages/aws-cdk/test/cli/cli-commands.test.ts
@@ -5,6 +5,7 @@ import * as logging from '../../lib/logging';
 jest.mock('../../lib/logging', () => ({
   info: jest.fn(),
   debug: jest.fn(),
+  warning: jest.fn(),
   error: jest.fn(),
   print: jest.fn(),
   result: jest.fn(),