diff --git a/Lib/http/server.py b/Lib/http/server.py
index 64f766f9bc2c1b..8be1903743a9a2 100644
--- a/Lib/http/server.py
+++ b/Lib/http/server.py
@@ -750,7 +750,7 @@ def send_head(self):
         f = None
         if os.path.isdir(path):
             parts = urllib.parse.urlsplit(self.path)
-            if not parts.path.endswith('/'):
+            if not parts.path.endswith(('/', '%2f', '%2F')):
                 # redirect browser - doing basically what apache does
                 self.send_response(HTTPStatus.MOVED_PERMANENTLY)
                 new_parts = (parts[0], parts[1], parts[2] + '/',
@@ -890,14 +890,14 @@ def translate_path(self, path):
 
         """
         # abandon query parameters
-        path = path.split('?',1)[0]
-        path = path.split('#',1)[0]
+        path = path.split('#', 1)[0]
+        path = path.split('?', 1)[0]
         # Don't forget explicit trailing slash when normalizing. Issue17324
-        trailing_slash = path.rstrip().endswith('/')
         try:
             path = urllib.parse.unquote(path, errors='surrogatepass')
         except UnicodeDecodeError:
             path = urllib.parse.unquote(path)
+        trailing_slash = path.endswith('/')
         path = posixpath.normpath(path)
         words = path.split('/')
         words = filter(None, words)
diff --git a/Lib/test/test_httpservers.py b/Lib/test/test_httpservers.py
index 2cafa4e45a1313..73e3d2fc305db2 100644
--- a/Lib/test/test_httpservers.py
+++ b/Lib/test/test_httpservers.py
@@ -615,10 +615,19 @@ def test_get(self):
         # check for trailing "/" which should return 404. See Issue17324
         response = self.request(self.base_url + '/test/')
         self.check_status_and_reason(response, HTTPStatus.NOT_FOUND)
+        response = self.request(self.base_url + '/test%2f')
+        self.check_status_and_reason(response, HTTPStatus.NOT_FOUND)
+        response = self.request(self.base_url + '/test%2F')
+        self.check_status_and_reason(response, HTTPStatus.NOT_FOUND)
         response = self.request(self.base_url + '/')
         self.check_status_and_reason(response, HTTPStatus.OK)
+        response = self.request(self.base_url + '%2f')
+        self.check_status_and_reason(response, HTTPStatus.OK)
+        response = self.request(self.base_url + '%2F')
+        self.check_status_and_reason(response, HTTPStatus.OK)
         response = self.request(self.base_url)
         self.check_status_and_reason(response, HTTPStatus.MOVED_PERMANENTLY)
+        self.assertEqual(response.getheader("Location"), self.base_url + "/")
         self.assertEqual(response.getheader("Content-Length"), "0")
         response = self.request(self.base_url + '/?hi=2')
         self.check_status_and_reason(response, HTTPStatus.OK)
@@ -724,6 +733,8 @@ def test_path_without_leading_slash(self):
         self.check_status_and_reason(response, HTTPStatus.OK)
         response = self.request(self.tempdir_name)
         self.check_status_and_reason(response, HTTPStatus.MOVED_PERMANENTLY)
+        self.assertEqual(response.getheader("Location"),
+                         self.tempdir_name + "/")
         response = self.request(self.tempdir_name + '/?hi=2')
         self.check_status_and_reason(response, HTTPStatus.OK)
         response = self.request(self.tempdir_name + '?hi=1')
diff --git a/Misc/NEWS.d/next/Library/2025-05-16-20-10-25.gh-issue-134098.YyTkKr.rst b/Misc/NEWS.d/next/Library/2025-05-16-20-10-25.gh-issue-134098.YyTkKr.rst
new file mode 100644
index 00000000000000..32eff5371c4f1e
--- /dev/null
+++ b/Misc/NEWS.d/next/Library/2025-05-16-20-10-25.gh-issue-134098.YyTkKr.rst
@@ -0,0 +1,2 @@
+Fix handling paths that end with a percent-encoded slash (``%2f`` or
+``%2F``) in :class:`http.server.SimpleHTTPRequestHandler`.