diff --git a/.changeset/date-subclass-vm.md b/.changeset/date-subclass-vm.md
new file mode 100644
index 0000000000..25760a72eb
--- /dev/null
+++ b/.changeset/date-subclass-vm.md
@@ -0,0 +1,5 @@
+---
+'@workflow/core': patch
+---
+
+Fix `Date` subclassing inside workflow functions. The deterministic `Date` override in the workflow VM now forwards `new.target` via `Reflect.construct`, so subclasses like `TZDate` from `@date-fns/tz` keep their identity, methods, and fields. Calling `Date()` without `new` now returns the (fixed) time string per spec, instead of a `Date` object.
diff --git a/packages/core/src/vm/index.test.ts b/packages/core/src/vm/index.test.ts
index 3f2ebbabeb..5cc9bdef50 100644
--- a/packages/core/src/vm/index.test.ts
+++ b/packages/core/src/vm/index.test.ts
@@ -49,6 +49,64 @@ describe('createContext', () => {
     expect(result).toEqual(specificTime);
   });
 
+  it('should support subclassing `Date`', () => {
+    const { context } = createContext({ seed, fixedTimestamp });
+
+    const result = vm.runInContext(
+      `
+      class Sub extends Date {
+        constructor(...args) {
+          super(...args);
+          this.tag = 'sub';
+        }
+        label() {
+          return 'sub';
+        }
+      }
+      const sub = new Sub(2026, 6, 29);
+      const defaulted = new Sub();
+      ({
+        isSub: sub instanceof Sub,
+        isDate: sub instanceof Date,
+        keepsMethods: sub.label(),
+        keepsFields: sub.tag,
+        argsForwarded: sub.getTime() === new Date(2026, 6, 29).getTime(),
+        defaultedIsFixed: defaulted.getTime(),
+      })
+      `,
+      context
+    );
+
+    expect(result.isSub).toBe(true);
+    expect(result.isDate).toBe(true);
+    expect(result.keepsMethods).toBe('sub');
+    expect(result.keepsFields).toBe('sub');
+    expect(result.argsForwarded).toBe(true);
+    expect(result.defaultedIsFixed).toEqual(fixedTimestamp);
+  });
+
+  it('should keep `Date()` callable without `new`, returning the fixed time string', () => {
+    const { context } = createContext({ seed, fixedTimestamp });
+
+    const result = vm.runInContext('Date()', context);
+
+    expect(result).toBeTypeOf('string');
+    expect(result).toEqual(vm.runInContext('new Date().toString()', context));
+    // Per spec, `Date()` as a function ignores its arguments
+    expect(vm.runInContext('Date(2000, 0, 1)', context)).toEqual(result);
+  });
+
+  it('should preserve `Date` static methods', () => {
+    const { context } = createContext({ seed, fixedTimestamp });
+
+    expect(
+      vm.runInContext("Date.parse('2000-01-01T00:00:00.000Z')", context)
+    ).toEqual(946684800000);
+    expect(vm.runInContext('Date.UTC(2000, 0, 1)', context)).toEqual(
+      946684800000
+    );
+  });
+
   it('should have deterministic `crypto.getRandomValues()`', () => {
     const { context } = createContext({ seed, fixedTimestamp });
 
diff --git a/packages/core/src/vm/index.ts b/packages/core/src/vm/index.ts
index 0355abb884..a747075ac9 100644
--- a/packages/core/src/vm/index.ts
+++ b/packages/core/src/vm/index.ts
@@ -60,17 +60,22 @@ export function createContext(options: CreateContextOptions) {
   // Deterministic `Math.random()`
   g.Math.random = rng;
 
-  // Override `Date` constructor to return fixed time when called without arguments
+  // Override `Date` constructor to return fixed time when called without
+  // arguments. Constructing through `Reflect.construct` with `new.target`
+  // keeps subclassing intact (e.g. `TZDate` from `@date-fns/tz`), while a
+  // plain function (rather than a `class`) keeps `Date()` callable without
+  // `new`, which per spec ignores its arguments and returns the time string.
   const Date_ = g.Date;
   // biome-ignore lint/suspicious/noShadowRestrictedNames: We're shadowing the global `Date` property to make it deterministic.
-  (g as any).Date = function Date(
-    ...args: Parameters<(typeof globalThis)['Date']>[]
-  ) {
-    if (args.length === 0) {
-      return new Date_(fixedTimestamp);
+  (g as any).Date = function Date(...args: any[]) {
+    if (new.target === undefined) {
+      return new Date_(fixedTimestamp).toString();
     }
-    // @ts-expect-error - Args is `Date` constructor arguments
-    return new Date_(...args);
+    return Reflect.construct(
+      Date_,
+      args.length === 0 ? [fixedTimestamp] : args,
+      new.target
+    );
   };
   (g as any).Date.prototype = Date_.prototype;
   // Preserve static methods