diff --git a/packages/common/pipes/validation.pipe.ts b/packages/common/pipes/validation.pipe.ts
index fd37802b5f0..2e3c582359c 100644
--- a/packages/common/pipes/validation.pipe.ts
+++ b/packages/common/pipes/validation.pipe.ts
@@ -18,7 +18,7 @@ import {
   HttpErrorByCode,
 } from '../utils/http-error-by-code.util';
 import { loadPackage } from '../utils/load-package.util';
-import { isNil } from '../utils/shared.utils';
+import { isNil, isUndefined } from '../utils/shared.utils';
 
 export interface ValidationPipeOptions extends ValidatorOptions {
   transform?: boolean;
@@ -179,6 +179,13 @@ export class ValidationPipe implements PipeTransform<any> {
       return value;
     }
     if (metatype === Boolean) {
+      if (isUndefined(value)) {
+        // This is an workaround to deal with optional boolean values since
+        // optional booleans shouldn't be parsed to a valid boolean when
+        // they were not defined
+        return undefined;
+      }
+      // Any fasly value but `undefined` will be parsed to `false`
       return value === true || value === 'true';
     }
     if (metatype === Number) {
diff --git a/packages/common/test/pipes/validation.pipe.spec.ts b/packages/common/test/pipes/validation.pipe.spec.ts
index f5b44e86760..8c407d6adf9 100644
--- a/packages/common/test/pipes/validation.pipe.spec.ts
+++ b/packages/common/test/pipes/validation.pipe.spec.ts
@@ -221,7 +221,7 @@ describe('ValidationPipe', () => {
         });
       });
       describe('when input is a query parameter (boolean)', () => {
-        it('should parse to boolean', async () => {
+        it('should parse the string "true" to the boolean true', async () => {
           target = new ValidationPipe({ transform: true });
           const value = 'true';
 
@@ -233,9 +233,45 @@ describe('ValidationPipe', () => {
             }),
           ).to.be.true;
         });
+        it('should parse the string "false" to the boolean false', async () => {
+          target = new ValidationPipe({ transform: true });
+          const value = 'false';
+
+          expect(
+            await target.transform(value, {
+              metatype: Boolean,
+              data: 'test',
+              type: 'query',
+            }),
+          ).to.be.false;
+        });
+        it('should parse an empty string to false', async () => {
+          target = new ValidationPipe({ transform: true });
+          const value = '';
+
+          expect(
+            await target.transform(value, {
+              metatype: Boolean,
+              data: 'test',
+              type: 'query',
+            }),
+          ).to.be.false;
+        });
+        it('should parse undefined to undefined', async () => {
+          target = new ValidationPipe({ transform: true });
+          const value = undefined;
+
+          expect(
+            await target.transform(value, {
+              metatype: Boolean,
+              data: 'test',
+              type: 'query',
+            }),
+          ).to.be.undefined;
+        });
       });
       describe('when input is a path parameter (boolean)', () => {
-        it('should parse to boolean', async () => {
+        it('should parse the string "true" to boolean true', async () => {
           target = new ValidationPipe({ transform: true });
           const value = 'true';
 
@@ -247,6 +283,42 @@ describe('ValidationPipe', () => {
             }),
           ).to.be.true;
         });
+        it('should parse the string "false" to boolean false', async () => {
+          target = new ValidationPipe({ transform: true });
+          const value = 'false';
+
+          expect(
+            await target.transform(value, {
+              metatype: Boolean,
+              data: 'test',
+              type: 'param',
+            }),
+          ).to.be.false;
+        });
+        it('should parse an empty string to false', async () => {
+          target = new ValidationPipe({ transform: true });
+          const value = '';
+
+          expect(
+            await target.transform(value, {
+              metatype: Boolean,
+              data: 'test',
+              type: 'param',
+            }),
+          ).to.be.false;
+        });
+        it('should parse undefined to undefined', async () => {
+          target = new ValidationPipe({ transform: true });
+          const value = undefined;
+
+          expect(
+            await target.transform(value, {
+              metatype: Boolean,
+              data: 'test',
+              type: 'param',
+            }),
+          ).to.be.undefined;
+        });
       });
       describe('when validation strips', () => {
         it('should return a TestModel without extra properties', async () => {