diff --git a/test/core/Assetpack.test.ts b/test/core/Assetpack.test.ts
index ea9016d..e54e18c 100644
--- a/test/core/Assetpack.test.ts
+++ b/test/core/Assetpack.test.ts
@@ -2,8 +2,11 @@ import fs from 'fs-extra';
 import { existsSync } from 'node:fs';
 import { join } from 'path';
 import { describe, expect, it } from 'vitest';
+import { cacheBuster } from '../../src/cache-buster/cacheBuster.js';
 import { AssetPack } from '../../src/core/AssetPack.js';
+import { getHash } from '../../src/core/index.js';
 import { logAssetGraph } from '../../src/core/utils/logAssetGraph.js';
+import { pixiManifest } from '../../src/manifest/pixiManifest.js';
 import {
     assetPath,
     createAssetPipe,
@@ -125,6 +128,73 @@ describe('Core', () =>
         expect(fs.readJSONSync(join(outputDir, 'json.json'))).toStrictEqual({ nice: 'test' });
     });
 
+    it('should delete previously hashed versions of an asset', { timeout: 10000 }, async () =>
+    {
+        const testName = 'watch-delete-hash';
+        const inputDir = `${getInputDir(pkg, testName)}/`;
+        const outputDir = getOutputDir(pkg, testName);
+
+        createFolder(
+            pkg,
+            {
+                name: testName,
+                files: [{
+                    name: 'json.json',
+                    content: assetPath('json/json.json'),
+                }],
+                folders: [],
+            });
+
+        const testFile = join(inputDir, 'json.json');
+
+        const assetpack = new AssetPack({
+            entry: inputDir, cacheLocation: getCacheDir(pkg, testName),
+            output: outputDir,
+            cache: true,
+            pipes: [
+                cacheBuster(),
+                pixiManifest(),
+            ]
+        });
+
+        await assetpack.watch();
+
+        const origHash = getHash(join(inputDir, 'json.json'));
+
+        expect(existsSync(join(outputDir, `json-${origHash}.json`))).toBe(true);
+
+        fs.writeJSONSync(testFile, { nice: 'test' });
+
+        await new Promise((resolve) =>
+        {
+            setTimeout(resolve, 1500);
+        });
+
+        expect(existsSync(join(outputDir, `json-${origHash}.json`))).toBe(false);
+        const newHash = getHash(join(inputDir, 'json.json'));
+
+        expect(existsSync(join(outputDir, `json-${newHash}.json`))).toBe(true);
+
+        fs.removeSync(testFile);
+
+        await new Promise((resolve) =>
+        {
+            setTimeout(resolve, 1500);
+        });
+
+        await assetpack.stop();
+
+        expect(existsSync(join(outputDir, `json-${origHash}.json`))).toBe(false);
+        expect(existsSync(join(outputDir, `json-${newHash}.json`))).toBe(false);
+        expect(fs.readJSONSync(join(outputDir, 'manifest.json'))).toStrictEqual({
+            bundles: [
+                {
+                    name: 'default',
+                    assets: []
+                }]
+        });
+    });
+
     it('should ignore specified files when watching', async () =>
     {
         const testName = 'watch-ignore';