diff --git a/src/client/theme-default/components/SideBar.ts b/src/client/theme-default/components/SideBar.ts
index 4edb86f7d585..54dbfa67cff8 100644
--- a/src/client/theme-default/components/SideBar.ts
+++ b/src/client/theme-default/components/SideBar.ts
@@ -1,7 +1,7 @@
 import { useSiteData, usePageData, useRoute } from 'vitepress'
 import { computed, h, FunctionalComponent, VNode } from 'vue'
 import { Header } from '../../../../types/shared'
-import { isActive } from '../utils'
+import { isActive, getPathDirName } from '../utils'
 import { DefaultTheme } from '../config'
 import { useActiveSidebarLinks } from '../composables/activeSidebarLink'
 
@@ -62,7 +62,12 @@ export default {
           } else if (themeSidebar === false) {
             return []
           } else if (typeof themeSidebar === 'object') {
-            return resolveMultiSidebar(themeSidebar, route.path, sidebarDepth)
+            return resolveMultiSidebar(
+              themeSidebar,
+              route.path,
+              headers,
+              sidebarDepth
+            )
           }
         }
       })
@@ -86,6 +91,10 @@ interface ResolvedSidebarItem {
 function resolveAutoSidebar(headers: Header[], depth: number): ResolvedSidebar {
   const ret: ResolvedSidebar = []
 
+  if (headers === undefined) {
+    return []
+  }
+
   let lastH2: ResolvedSidebarItem | undefined = undefined
   headers.forEach(({ level, title, slug }) => {
     if (level - 1 > depth) {
@@ -117,8 +126,19 @@ function resolveArraySidebar(
 function resolveMultiSidebar(
   config: DefaultTheme.MultiSideBarConfig,
   path: string,
+  headers: Header[],
   depth: number
 ): ResolvedSidebar {
+  const item = config[getPathDirName(path)]
+
+  if (Array.isArray(item)) {
+    return resolveArraySidebar(item, depth)
+  }
+
+  if (item === 'auto') {
+    return resolveAutoSidebar(headers, depth)
+  }
+
   return []
 }
 
diff --git a/src/client/theme-default/utils.ts b/src/client/theme-default/utils.ts
index 4c6aee47dca2..abb0f28af5ec 100644
--- a/src/client/theme-default/utils.ts
+++ b/src/client/theme-default/utils.ts
@@ -21,3 +21,22 @@ export function isActive(route: Route, path?: string): boolean {
 export function normalize(path: string): string {
   return decodeURI(path).replace(hashRE, '').replace(extRE, '')
 }
+
+/**
+ * get the path without filename (the last segment). for example, if the given
+ * path is `/guide/getting-started.html`, this method will return `/guide/`.
+ * Always with a trailing slash.
+ */
+export function getPathDirName(path: string): string {
+  const segments = path.split('/')
+
+  if (segments[segments.length - 1]) {
+    segments.pop()
+  }
+
+  return ensureEndingSlash(segments.join('/'))
+}
+
+export function ensureEndingSlash(path: string): string {
+  return /(\.html|\/)$/.test(path) ? path : `${path}/`
+}