diff --git a/CHANGELOG.v2.alpha.md b/CHANGELOG.v2.alpha.md
index 6ad88cc237b01..cdcc281243a3c 100644
--- a/CHANGELOG.v2.alpha.md
+++ b/CHANGELOG.v2.alpha.md
@@ -2,6 +2,8 @@
 
 All notable changes to this project will be documented in this file. See [standard-version](https://github.com/conventional-changelog/standard-version) for commit guidelines.
 
+## [2.34.2-alpha.0](https://github.com/aws/aws-cdk/compare/v2.34.1-alpha.0...v2.34.2-alpha.0) (2022-07-29)
+
 ## [2.34.1-alpha.0](https://github.com/aws/aws-cdk/compare/v2.34.0-alpha.0...v2.34.1-alpha.0) (2022-07-29)
 
 ### Bug Fixes
diff --git a/CHANGELOG.v2.md b/CHANGELOG.v2.md
index 09cb70054cb33..350acc9cf3102 100644
--- a/CHANGELOG.v2.md
+++ b/CHANGELOG.v2.md
@@ -2,6 +2,12 @@
 
 All notable changes to this project will be documented in this file. See [standard-version](https://github.com/conventional-changelog/standard-version) for commit guidelines.
 
+## [2.34.2](https://github.com/aws/aws-cdk/compare/v2.34.1...v2.34.2) (2022-07-29)
+
+### Bug Fixes
+
+* **cli:** context value type conversion causing parse failures ([21381](https://github.com/aws/aws-cdk/issues/21381))
+
 ## [2.34.1](https://github.com/aws/aws-cdk/compare/v2.34.0...v2.34.1) (2022-07-29)
 
 ### Bug Fixes
diff --git a/packages/aws-cdk/lib/settings.ts b/packages/aws-cdk/lib/settings.ts
index c9648236eb14b..adb467e49b798 100644
--- a/packages/aws-cdk/lib/settings.ts
+++ b/packages/aws-cdk/lib/settings.ts
@@ -300,35 +300,6 @@ export class Settings {
     return ret;
   }
 
-  /**
-   * Context can be passed as CLI arguments in the format
-   * --context foo=bar
-   *
-   * The context value can be of any type, but when it is parsed
-   * it is always a string. Here we attempt to determine the actual
-   * type of the value.
-   */
-  private static parseContextValue(contextValue: string): any {
-    // If the value is a JSON object, then we try and parse it and return
-    // the object.
-    try {
-      return JSON.parse(contextValue);
-    } catch {}
-    const num = parseFloat(contextValue);
-    // parseFloat tries to convert any string to a number, but
-    // if the string begins with a number it will convert that and
-    // ignore the rest so only return a number if the number and the
-    // string are the same
-    if (!isNaN(num) && num.toString() === contextValue) {
-      return num;
-    }
-    // The string value 'false' is truthy so explicitely check for 'false'
-    if (contextValue === 'false') {
-      return false;
-    }
-    return contextValue;
-  }
-
   private static parseStringContextListToObject(argv: Arguments): any {
     const context: any = {};
 
@@ -339,7 +310,7 @@ export class Settings {
         if (parts[0].match(/^aws:.+/)) {
           throw new Error(`User-provided context cannot use keys prefixed with 'aws:', but ${parts[0]} was provided.`);
         }
-        context[parts[0]] = this.parseContextValue(parts[1]);
+        context[parts[0]] = parts[1];
       } else {
         warning('Context argument is not an assignment (key=value): %s', assignment);
       }
@@ -347,7 +318,6 @@ export class Settings {
     return context;
   }
 
-
   /**
    * Parse tags out of arguments
    *
diff --git a/packages/aws-cdk/test/settings.test.ts b/packages/aws-cdk/test/settings.test.ts
index 836b63a26d889..8c2c894ae4634 100644
--- a/packages/aws-cdk/test/settings.test.ts
+++ b/packages/aws-cdk/test/settings.test.ts
@@ -80,26 +80,6 @@ test('can parse string context from command line arguments with equals sign in v
   expect(settings2.get(['context']).foo).toEqual( 'bar=');
 });
 
-test('can parse context from command line arguments and convert value to correct type', () => {
-  // GIVEN
-  const settings1 = Settings.fromCommandLineArguments({ context: ['foo=false'], _: [Command.DEPLOY] });
-  const settings2 = Settings.fromCommandLineArguments({ context: ['foo=0'], _: [Command.DEPLOY] });
-  const settings3 = Settings.fromCommandLineArguments({ context: ['foo=true'], _: [Command.DEPLOY] });
-  const settings4 = Settings.fromCommandLineArguments({ context: ['foo={"a": "b", "c": true, "d": ["a", "b"]}'], _: [Command.DEPLOY] });
-  const settings5 = Settings.fromCommandLineArguments({ context: ['foo=34'], _: [Command.DEPLOY] });
-  const settings6 = Settings.fromCommandLineArguments({ context: ['foo=34 35'], _: [Command.DEPLOY] });
-  const settings7 = Settings.fromCommandLineArguments({ context: ['foo=0x22'], _: [Command.DEPLOY] });
-
-  // THEN
-  expect(settings1.get(['context']).foo).toEqual(false);
-  expect(settings2.get(['context']).foo).toEqual(0);
-  expect(settings3.get(['context']).foo).toEqual(true);
-  expect(settings4.get(['context']).foo).toEqual({ a: 'b', c: true, d: ['a', 'b'] });
-  expect(settings5.get(['context']).foo).toEqual(34);
-  expect(settings6.get(['context']).foo).toEqual('34 35');
-  expect(settings7.get(['context']).foo).toEqual('0x22');
-});
-
 test('bundling stacks defaults to an empty list', () => {
   // GIVEN
   const settings = Settings.fromCommandLineArguments({
@@ -174,4 +154,4 @@ test('providing a build arg', () => {
 
   // THEN
   expect(settings.get(['build'])).toEqual('mvn package');
-});
+});
\ No newline at end of file
diff --git a/version.v2.json b/version.v2.json
index 2a42587c09356..7756ec057f0cd 100644
--- a/version.v2.json
+++ b/version.v2.json
@@ -1,4 +1,4 @@
 {
-  "version": "2.34.1",
-  "alphaVersion": "2.34.1-alpha.0"
-}
+  "version": "2.34.2",
+  "alphaVersion": "2.34.2-alpha.0"
+}
\ No newline at end of file