diff --git a/src/generators/web/__tests__/generate.test.mjs b/src/generators/web/__tests__/generate.test.mjs
index cde610ae..efff1f49 100644
--- a/src/generators/web/__tests__/generate.test.mjs
+++ b/src/generators/web/__tests__/generate.test.mjs
@@ -1,4 +1,7 @@
 import assert from 'node:assert/strict';
+import { mkdtemp, readFile, rm } from 'node:fs/promises';
+import { tmpdir } from 'node:os';
+import { join } from 'node:path';
 import { describe, it } from 'node:test';
 
 import { setConfig } from '../../../utils/configuration/index.mjs';
@@ -6,10 +9,10 @@ import buildContent from '../../jsx-ast/utils/buildContent.mjs';
 import { buildNotFoundPage } from '../../jsx-ast/utils/synthetic/404.mjs';
 import { generate } from '../generate.mjs';
 
-const createEntry = (api, name) => {
+const createEntry = (api, name, { depth = 1 } = {}) => {
   const heading = {
     type: 'heading',
-    depth: 1,
+    depth,
     children: [{ type: 'text', value: name }],
     data: { name, text: name, slug: api },
   };
@@ -83,4 +86,26 @@ describe('web generate', () => {
     assert.match(fsPage.html, /property=og:type content=website/);
     assert.match(fsPage.html, /href=https:\/\/fonts\.googleapis\.com/);
   });
+
+  it('hydrates active status for right-side table of contents links', async () => {
+    const output = await mkdtemp(join(tmpdir(), 'doc-kit-web-'));
+    const config = await setConfig({});
+    config.web.output = output;
+
+    try {
+      const fs = createEntry('fs', 'File system');
+      const readFileEntry = createEntry('fs-read-file', 'File system readFile', { depth: 2 });
+
+      await generate([await buildContent([fs, readFileEntry], fs)]);
+
+      const clientBundle = await readFile(join(output, 'fs.js'), 'utf8');
+
+      for (const token of ['data-active-heading', 'aria-current', 'hashchange', 'scroll']) {
+        assert.match(clientBundle, new RegExp(token));
+      }
+    } finally {
+      config.web.output = undefined;
+      await rm(output, { recursive: true, force: true });
+    }
+  });
 });
diff --git a/src/generators/web/ui/components/MetaBar/index.jsx b/src/generators/web/ui/components/MetaBar/index.jsx
index 261498ea..4a04228f 100644
--- a/src/generators/web/ui/components/MetaBar/index.jsx
+++ b/src/generators/web/ui/components/MetaBar/index.jsx
@@ -2,6 +2,7 @@ import { CodeBracketIcon, DocumentIcon } from '@heroicons/react/24/outline';
 import Badge from '@node-core/ui-components/Common/Badge';
 import MetaBar from '@node-core/ui-components/Containers/MetaBar';
 import GitHubIcon from '@node-core/ui-components/Icons/Social/GitHub';
+import { useEffect, useState } from 'react';
 
 import styles from './index.module.css';
 
@@ -15,6 +16,72 @@ const iconMap = {
 const STABILITY_KINDS = ['error', 'warning', null, 'info'];
 const STABILITY_LABELS = ['D', 'E', null, 'L'];
 const STABILITY_TOOLTIPS = ['Deprecated', 'Experimental', null, 'Legacy'];
+const SCROLL_OFFSET = 96;
+
+const toHeadingIds = headings =>
+  headings
+    .map(heading => heading.data?.id)
+    .filter(id => typeof id === 'string' && id.length > 0);
+
+const useActiveHeadingId = headings => {
+  const [activeHeadingId, setActiveHeadingId] = useState('');
+
+  useEffect(() => {
+    const headingIds = toHeadingIds(headings);
+
+    if (headingIds.length === 0) {
+      setActiveHeadingId('');
+      return;
+    }
+
+    let frame = 0;
+
+    const updateActiveHeading = () => {
+      let nextActiveHeadingId = '';
+      frame = 0;
+
+      for (const id of headingIds) {
+        const element = document.getElementById(id);
+
+        if (!element) {
+          continue;
+        }
+
+        if (
+          !nextActiveHeadingId ||
+          element.getBoundingClientRect().top <= SCROLL_OFFSET
+        ) {
+          nextActiveHeadingId = id;
+        }
+      }
+
+      setActiveHeadingId(nextActiveHeadingId);
+    };
+
+    const scheduleActiveHeadingUpdate = () => {
+      if (frame === 0) {
+        frame = window.requestAnimationFrame(updateActiveHeading);
+      }
+    };
+
+    updateActiveHeading();
+    window.addEventListener('hashchange', scheduleActiveHeadingUpdate);
+    window.addEventListener('scroll', scheduleActiveHeadingUpdate, {
+      passive: true,
+    });
+
+    return () => {
+      window.removeEventListener('hashchange', scheduleActiveHeadingUpdate);
+      window.removeEventListener('scroll', scheduleActiveHeadingUpdate);
+
+      if (frame !== 0) {
+        window.cancelAnimationFrame(frame);
+      }
+    };
+  }, [headings]);
+
+  return activeHeadingId;
+};
 
 /**
  * Renders a heading value with an optional stability badge
@@ -53,14 +120,32 @@ const HeadingValue = ({ value, stability }) => {
  */
 export default ({ metadata, headings = [], readingTime }) => {
   const editThisPage = editURL.replace('{path}', metadata.path);
+  const activeHeadingId = useActiveHeadingId(headings);
 
   const viewAs = [
     ['JSON', `${metadata.basename}.json`],
     ['MD', `${metadata.basename}.md`],
   ];
 
+  const ActiveHeadingLink = ({ href, className, ...props }) => {
+    const headingId = href?.startsWith('#') ? href.slice(1) : '';
+    const isActive = headingId === activeHeadingId;
+    const activeClassName = isActive ? styles.activeHeading : '';
+
+    return (
+      <a
+        {...props}
+        href={href}
+        className={[className, activeClassName].filter(Boolean).join(' ')}
+        aria-current={isActive ? 'location' : undefined}
+        data-active-heading={isActive ? true : undefined}
+      />
+    );
+  };
+
   return (
     <MetaBar
+      as={ActiveHeadingLink}
       heading="Table of Contents"
       headings={{
         items: headings.map(({ value, stability, ...heading }) => ({
diff --git a/src/generators/web/ui/components/MetaBar/index.module.css b/src/generators/web/ui/components/MetaBar/index.module.css
index 0f3163ee..c512fd5c 100644
--- a/src/generators/web/ui/components/MetaBar/index.module.css
+++ b/src/generators/web/ui/components/MetaBar/index.module.css
@@ -9,3 +9,9 @@
   display: inline-block;
   margin-left: 0.25rem;
 }
+
+.activeHeading.activeHeading {
+  border-left: 0.25rem solid currentColor; padding-left: 0.4rem;
+  color: var(--color-green-700, #2c682c);
+  font-weight: 700; text-decoration-line: none;
+}