diff --git a/README.md b/README.md
index eb606c44..bde6c2ea 100644
--- a/README.md
+++ b/README.md
@@ -186,6 +186,17 @@ style properties at runtime.
 If you are using inline styles to set anchor-related properties and the polyfill
 isn't working, verify that the inline styles are actually showing up in the DOM.
 
+### Invalid CSS
+
+Some types of invalid CSS will cause the polyfill to throw an error. In these
+cases, the polyfill will report any parse errors encountered in the console as
+warnings. This will be followed by the error thrown by the polyfill.
+
+The polyfill can't determine which parse error caused the polyfill error, but
+please resolve any reported parse errors before opening a bug. We also recommend
+using a CSS linter like [Stylelint](https://stylelint.io/) or
+[@eslint/css](https://github.com/eslint/css).
+
 ## Sponsor OddBird's OSS Work
 
 At OddBird, we love contributing to the languages & tools developers rely on.
diff --git a/src/cascade.ts b/src/cascade.ts
index 5130e99b..2ffeda8c 100644
--- a/src/cascade.ts
+++ b/src/cascade.ts
@@ -50,7 +50,7 @@ function shiftUnsupportedProperties(node: CssNode, block?: Block) {
 export function cascadeCSS(styleData: StyleData[]) {
   for (const styleObj of styleData) {
     let changed = false;
-    const ast = getAST(styleObj.css);
+    const ast = getAST(styleObj.css, true);
     walk(ast, {
       visit: 'Declaration',
       enter(node) {
diff --git a/src/polyfill.ts b/src/polyfill.ts
index cad04dde..7398c141 100644
--- a/src/polyfill.ts
+++ b/src/polyfill.ts
@@ -32,6 +32,7 @@ import {
   type SizingProperty,
 } from './syntax.js';
 import { transformCSS } from './transform.js';
+import { reportParseErrorsOnFailure, resetParseErrors } from './utils.js';
 
 const platformWithCache = { ...platform, _c: new Map() };
 
@@ -591,13 +592,30 @@ export async function polyfill(
   // fetch CSS from stylesheet and inline style
   let styleData = await fetchCSS(options.elements, options.excludeInlineStyles);
 
-  // pre parse CSS styles that we need to cascade
-  const cascadeCausedChanges = cascadeCSS(styleData);
-  if (cascadeCausedChanges) {
-    styleData = transformCSS(styleData);
+  let rules: AnchorPositions = {};
+  let inlineStyles: Map<HTMLElement, Record<string, string>> | undefined;
+
+  // Reset the CSS parse errors in case the polyfill is run multiple times, and
+  // at the beginning in case a previous run failed.
+  resetParseErrors();
+
+  // If the polyfill fails during the steps in the try catch, it is likely due
+  // to invalid CSS, so report the CSS parse errors. Subsequent errors are less
+  // likely to be caused by parse errors.
+  try {
+    // pre parse CSS styles that we need to cascade
+    const cascadeCausedChanges = cascadeCSS(styleData);
+    if (cascadeCausedChanges) {
+      styleData = transformCSS(styleData);
+    }
+    // parse CSS
+    const parsedCSS = await parseCSS(styleData);
+    rules = parsedCSS.rules;
+    inlineStyles = parsedCSS.inlineStyles;
+  } catch (error) {
+    reportParseErrorsOnFailure();
+    throw error;
   }
-  // parse CSS
-  const { rules, inlineStyles } = await parseCSS(styleData);
 
   if (Object.values(rules).length) {
     // update source code
diff --git a/src/utils.ts b/src/utils.ts
index 0b0660e5..58b7bb31 100644
--- a/src/utils.ts
+++ b/src/utils.ts
@@ -6,6 +6,7 @@ import type {
   List,
   Selector as CssTreeSelector,
   SelectorList,
+  SyntaxParseError,
   Value,
 } from 'css-tree';
 import generate from 'css-tree/generator';
@@ -17,6 +18,12 @@ import type { Selector } from './dom.js';
 
 export const INSTANCE_UUID = nanoid();
 
+/** Singleton to hold CSS parse errors in case polyfill fails.
+ *
+ * Not included in the store in parse.ts, as it has a different lifecycle.
+ */
+export const cssParseErrors = new Set() as Set<SyntaxParseError>;
+
 // https://github.com/import-js/eslint-plugin-import/issues/3019
 
 export interface DeclarationWithValue extends Declaration {
@@ -26,11 +33,18 @@ export interface DeclarationWithValue extends Declaration {
 export function isAnchorFunction(node: CssNode | null): node is FunctionNode {
   return Boolean(node && node.type === 'Function' && node.name === 'anchor');
 }
-
-export function getAST(cssText: string) {
+/**
+ * @param cssText
+ * @param captureErrors `true` only on the initial parse of CSS before the
+ * polyfill changes it
+ */
+export function getAST(cssText: string, captureErrors = false) {
   return parse(cssText, {
     parseAtrulePrelude: false,
     parseCustomProperty: true,
+    onParseError: (err) => {
+      if (captureErrors) cssParseErrors.add(err);
+    },
   });
 }
 
@@ -100,3 +114,24 @@ export function getSelectors(rule: SelectorList | undefined) {
     })
     .toArray();
 }
+
+export function reportParseErrorsOnFailure() {
+  if (cssParseErrors.size > 0) {
+    // eslint-disable-next-line no-console
+    console.group(
+      `The CSS anchor positioning polyfill was not applied due to ${
+        cssParseErrors.size === 1 ? 'a CSS parse error' : 'CSS parse errors'
+      }.`,
+    );
+    cssParseErrors.forEach((err) => {
+      // eslint-disable-next-line no-console
+      console.warn(err.formattedMessage);
+    });
+    // eslint-disable-next-line no-console
+    console.groupEnd();
+  }
+}
+
+export function resetParseErrors() {
+  cssParseErrors.clear();
+}
diff --git a/tests/unit/polyfill.test.ts b/tests/unit/polyfill.test.ts
index 7358d22a..80741842 100644
--- a/tests/unit/polyfill.test.ts
+++ b/tests/unit/polyfill.test.ts
@@ -3,10 +3,12 @@ import {
   getAxisProperty,
   getPixelValue,
   type GetPixelValueOpts,
+  polyfill,
   resolveLogicalSideKeyword,
   resolveLogicalSizeKeyword,
 } from '../../src/polyfill.js';
 import { type AnchorSide, type AnchorSize } from '../../src/syntax.js';
+import { cssParseErrors } from '../../src/utils.js';
 
 describe('resolveLogicalSideKeyword', () => {
   it.each([
@@ -193,3 +195,62 @@ describe('getPixelValue [anchor-size() fn]', () => {
     },
   );
 });
+
+const makeElements = (css) => {
+  const styleEl = document.createElement('style');
+  styleEl.innerHTML = css;
+  return [styleEl];
+};
+
+describe('polyfill', () => {
+  let consoleGroup;
+  let consoleWarn;
+  beforeEach(() => {
+    consoleGroup = vi.spyOn(console, 'group').mockImplementation(() => null);
+    consoleWarn = vi.spyOn(console, 'warn').mockImplementation(() => null);
+  });
+
+  afterAll(() => {
+    consoleGroup.mockReset();
+    consoleWarn.mockReset();
+  });
+  it('describes parse error on polyfill failure', async () => {
+    const elements = makeElements('.a-[1] { position-area: end; }');
+
+    await expect(polyfill({ elements })).rejects.toThrow(
+      'Cannot read properties',
+    );
+    expect(cssParseErrors).toHaveLength(1);
+    expect(consoleGroup).toHaveBeenCalledWith(
+      'The CSS anchor positioning polyfill was not applied due to a CSS parse error.',
+    );
+    expect(consoleWarn.mock.calls[0]).toMatchInlineSnapshot(`
+      [
+        "Parse error: Identifier is expected
+          1 |.a-[1] { position-area: end; }
+      -----------^",
+      ]
+    `);
+  });
+  it('does not report parse errors when polyfill succeeds', async () => {
+    const elements = makeElements('.a {width: var(a-[1a])}');
+
+    await expect(polyfill({ elements })).resolves.toBeDefined();
+    expect(cssParseErrors).toHaveLength(1);
+    expect(consoleGroup).not.toHaveBeenCalled();
+    expect(consoleWarn).not.toHaveBeenCalled();
+  });
+  it('parse errors do not persist across polyfill calls', async () => {
+    const styleEl = document.createElement('style');
+    styleEl.innerHTML = '.a {width: var(a-[1a])}';
+    const elements = makeElements('.a {width: var(a-[1a])}');
+
+    await expect(polyfill({ elements })).resolves.toBeDefined();
+    expect(cssParseErrors).toHaveLength(1);
+
+    // Call polyfill again with a parse error
+    const elements1 = makeElements('.a {width: var(a-[1a])}');
+    await expect(polyfill({ elements: elements1 })).resolves.toBeDefined();
+    expect(cssParseErrors).toHaveLength(1);
+  });
+});
diff --git a/tests/unit/utils.test.ts b/tests/unit/utils.test.ts
index 4f8bfc5b..069419ee 100644
--- a/tests/unit/utils.test.ts
+++ b/tests/unit/utils.test.ts
@@ -1,6 +1,6 @@
 import type * as csstree from 'css-tree';
 
-import { getAST, splitCommaList } from '../../src/utils.js';
+import { cssParseErrors, getAST, splitCommaList } from '../../src/utils.js';
 
 describe('splitCommaList', () => {
   it('works', () => {
@@ -20,3 +20,24 @@ describe('splitCommaList', () => {
     ]);
   });
 });
+describe('getAST', () => {
+  beforeEach(() => {
+    cssParseErrors.clear();
+  });
+  it('parses valid CSS', () => {
+    const cssText = 'a { color: red; }';
+    const ast = getAST(cssText);
+    expect(ast.type).toBe('StyleSheet');
+  });
+
+  it('stores cssParseError on invalid declaration', () => {
+    const cssText = 'a { color; red; } ';
+    getAST(cssText, true);
+    expect(cssParseErrors.size).toBe(2);
+  });
+  it('stores cssParseError on invalid selector', () => {
+    const cssText = 'a-[1] { color: red; } ';
+    getAST(cssText, true);
+    expect(cssParseErrors.size).toBe(1);
+  });
+});