diff --git a/packages/core/src/utils/stacktrace.ts b/packages/core/src/utils/stacktrace.ts
index 16a32ede4e58..cc79da1cc211 100644
--- a/packages/core/src/utils/stacktrace.ts
+++ b/packages/core/src/utils/stacktrace.ts
@@ -39,7 +39,9 @@ export function createStackParser(...parsers: StackLineParser[]): StackParser {
 
       // https://github.com/getsentry/sentry-javascript/issues/7813
       // Skip Error: lines
-      if (cleanedLine.match(/\S*Error: /)) {
+      // Using includes() instead of a regex to avoid O(n²) backtracking on long lines
+      // https://github.com/getsentry/sentry-javascript/issues/20052
+      if (cleanedLine.includes('Error: ')) {
         continue;
       }
 
diff --git a/packages/core/test/lib/integrations/third-party-errors-filter.test.ts b/packages/core/test/lib/integrations/third-party-errors-filter.test.ts
index e519cfd2564c..dd93847baf63 100644
--- a/packages/core/test/lib/integrations/third-party-errors-filter.test.ts
+++ b/packages/core/test/lib/integrations/third-party-errors-filter.test.ts
@@ -672,4 +672,37 @@ describe('ThirdPartyErrorFilter', () => {
       });
     });
   });
+
+  // Regression test for https://github.com/getsentry/sentry-javascript/issues/20052
+  // The thirdPartyErrorFilterIntegration triggers addMetadataToStackFrames on every error event,
+  // which calls ensureMetadataStacksAreParsed to parse all _sentryModuleMetadata stack keys.
+  // This test verifies that metadata is correctly resolved even when the module metadata stacks
+  // contain long lines (e.g. from minified bundles with long URLs/identifiers).
+  describe('metadata stack parsing with long stack lines', () => {
+    it('resolves metadata for frames whose filenames appear in module metadata stacks with long URLs', () => {
+      const longFilename = `https://example.com/_next/static/chunks/${'a'.repeat(200)}.js`;
+
+      // Simulate a module metadata entry with a realistic stack containing a long filename
+      const fakeStack = [`Error: Sentry Module Metadata`, `    at Object.<anonymous> (${longFilename}:1:1)`].join('\n');
+      GLOBAL_OBJ._sentryModuleMetadata![fakeStack] = { '_sentryBundlerPluginAppKey:long-url-key': true };
+
+      const event: Event = {
+        exception: {
+          values: [
+            {
+              stacktrace: {
+                frames: [{ filename: longFilename, function: 'test', lineno: 1, colno: 1 }],
+              },
+            },
+          ],
+        },
+      };
+
+      addMetadataToStackFrames(stackParser, event);
+
+      // The frame should have module_metadata attached from the parsed metadata stack
+      const frame = event.exception!.values![0]!.stacktrace!.frames![0]!;
+      expect(frame.module_metadata).toEqual({ '_sentryBundlerPluginAppKey:long-url-key': true });
+    });
+  });
 });
diff --git a/packages/core/test/lib/utils/stacktrace.test.ts b/packages/core/test/lib/utils/stacktrace.test.ts
index 49ea7fcc0ba5..2a1700b262a7 100644
--- a/packages/core/test/lib/utils/stacktrace.test.ts
+++ b/packages/core/test/lib/utils/stacktrace.test.ts
@@ -1,8 +1,72 @@
 import { beforeEach, describe, expect, it, vi } from 'vitest';
 import { nodeStackLineParser } from '../../../src/utils/node-stack-trace';
-import { stripSentryFramesAndReverse } from '../../../src/utils/stacktrace';
+import { createStackParser, stripSentryFramesAndReverse } from '../../../src/utils/stacktrace';
 
 describe('Stacktrace', () => {
+  describe('createStackParser()', () => {
+    it('skips lines that contain "Error: " (e.g. "TypeError: foo")', () => {
+      const mockParser = vi.fn().mockReturnValue({ filename: 'test.js', function: 'test', lineno: 1, colno: 1 });
+      const parser = createStackParser([0, mockParser]);
+
+      const stack = ['TypeError: foo is not a function', '    at test (test.js:1:1)'].join('\n');
+
+      const frames = parser(stack);
+
+      // The parser should only be called for the frame line, not the Error line
+      expect(mockParser).toHaveBeenCalledTimes(1);
+      expect(frames).toHaveLength(1);
+    });
+
+    it('skips various Error type lines', () => {
+      const mockParser = vi.fn().mockReturnValue({ filename: 'test.js', function: 'test', lineno: 1, colno: 1 });
+      const parser = createStackParser([0, mockParser]);
+
+      const stack = [
+        'Error: something went wrong',
+        'TypeError: foo is not a function',
+        'RangeError: Maximum call stack size exceeded',
+        'SomeCustomError: custom message',
+        '    at test (test.js:1:1)',
+      ].join('\n');
+
+      const frames = parser(stack);
+
+      // Only the frame line should be parsed, all Error lines should be skipped
+      expect(mockParser).toHaveBeenCalledTimes(1);
+      expect(frames).toHaveLength(1);
+    });
+
+    // Regression test for https://github.com/getsentry/sentry-javascript/issues/20052
+    it('processes long non-whitespace lines without hanging', () => {
+      const mockParser = vi.fn().mockReturnValue(undefined);
+      const parser = createStackParser([0, mockParser]);
+
+      // Long non-whitespace lines (e.g. minified URLs) previously caused O(n²) backtracking
+      const longLine = 'a'.repeat(2000);
+      const stack = [longLine, '    at test (test.js:1:1)'].join('\n');
+
+      // Should complete without hanging (line gets truncated to 1024 chars internally)
+      parser(stack);
+      expect(mockParser).toHaveBeenCalledTimes(2);
+    });
+
+    it('does not skip lines that do not contain "Error: "', () => {
+      const mockParser = vi.fn().mockReturnValue({ filename: 'test.js', function: 'test', lineno: 1, colno: 1 });
+      const parser = createStackParser([0, mockParser]);
+
+      const stack = [
+        '    at foo (test.js:1:1)',
+        '    at bar (test.js:2:1)',
+        'ResizeObserver loop completed with undelivered notifications.',
+      ].join('\n');
+
+      parser(stack);
+
+      // All lines should be attempted by the parser (none contain "Error: ")
+      expect(mockParser).toHaveBeenCalledTimes(3);
+    });
+  });
+
   describe('stripSentryFramesAndReverse()', () => {
     describe('removed top frame if its internally reserved word (public API)', () => {
       it('reserved captureException', () => {