diff --git a/src/util/relative-to-root-links.js b/src/util/relative-to-root-links.js
index d5b3c73e..ee33c5e8 100644
--- a/src/util/relative-to-root-links.js
+++ b/src/util/relative-to-root-links.js
@@ -4,6 +4,10 @@ function removeMdExtension(path) {
   return path.replace(/\.md$/, '');
 }
 
+function removeTrailingIndex(path) {
+  return path.includes('#') ? path.replace(/\/index(?:\.md)?/, '/') : path.replace(/\/index$/, '');
+}
+
 /**
  * Convert relative links in docs to relative but from the /docs root
  *
@@ -25,7 +29,7 @@ function relativeToRootLinks(href, path = '', isIndexPage) {
     // rewrite ../../../release-#-#/docs/parent/some-path style urls to /docs/version/parent/some-path
     const overrideVersion = versionedUrl[1].split('-').join('.');
     url = buildPathWithVersion(href.replace(/.*\/docs\/(.*)/, '/docs/$1'), overrideVersion);
-    return removeMdExtension(url);
+    return removeTrailingIndex(removeMdExtension(url));
   }
 
   if (isIndexPage && relativeUrlRegex.test(url)) {
@@ -41,13 +45,13 @@ function relativeToRootLinks(href, path = '', isIndexPage) {
     const slugParts = path.split('/').filter((p) => !!p);
     slugParts.splice(-1, 1, url.replace(relativeUrlRegex, '$2'));
     url = `/${slugParts.join('/')}`;
-    return removeMdExtension(url);
+    return removeTrailingIndex(removeMdExtension(url));
   }
 
   if (multiLevelRelativeUrlRegex.test(url)) {
     // rewrite ../parent/some-path style urls to /docs/version?/parent/some-path
     url = buildPathWithVersion(url.replace(multiLevelRelativeUrlRegex, '/docs/$2'));
-    return removeMdExtension(url);
+    return removeTrailingIndex(removeMdExtension(url));
   }
 
   return url;
diff --git a/src/util/relative-to-root-links.test.ts b/src/util/relative-to-root-links.test.ts
index f34ee1d0..32a6a693 100644
--- a/src/util/relative-to-root-links.test.ts
+++ b/src/util/relative-to-root-links.test.ts
@@ -23,6 +23,16 @@ it('transforms specific-version links', () => {
   expect(rootUrl).toEqual('/docs/6.5/api/csf');
 });
 
+it('removes trailing index pages', () => {
+  const rootUrl = relativeToRootLinks('../writing-stories/index.md', '/docs/api/csf');
+  expect(rootUrl).toEqual('/docs/writing-stories');
+});
+
+it('retains URL fragment on trailing index pages', () => {
+  const rootUrl = relativeToRootLinks('../writing-stories/index.md#foo', '/docs/api/csf');
+  expect(rootUrl).toEqual('/docs/writing-stories/#foo');
+});
+
 it('does not transform non-versioned upper-level links', () => {
   const rootUrl = relativeToRootLinks('../../foo/bar/README.md', '/docs/writing-stories/args');
   expect(rootUrl).toEqual('../../foo/bar/README.md');