diff --git a/CHANGELOG.md b/CHANGELOG.md
index 36f587450c7..a34f2d90fc7 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,6 +1,17 @@
 Ansible Changes By Release
 ==========================
 
+<a id="2.4.5"></a>
+
+## 2.4.5 "Dancing Days" - TBD
+
+### Bugfixes
+
+* Fix win_copy to preserve the global Ansible local tmp path instead of
+  deleting it when dealing with multiple files
+  (https://github.com/ansible/ansible/pull/37964)
+
+
 <a id="2.4.4"></a>
 
 ## 2.4.4 "Dancing Days" - 2018-04-04
diff --git a/lib/ansible/plugins/action/win_copy.py b/lib/ansible/plugins/action/win_copy.py
index ac0367df24b..d4619adf713 100644
--- a/lib/ansible/plugins/action/win_copy.py
+++ b/lib/ansible/plugins/action/win_copy.py
@@ -11,6 +11,7 @@ import base64
 import json
 import os
 import os.path
+import shutil
 import tempfile
 import traceback
 import zipfile
@@ -320,11 +321,10 @@ class ActionModule(ActionBase):
             )
         )
         copy_args.pop('content', None)
-        os.remove(zip_path)
-        os.removedirs(os.path.dirname(zip_path))
 
         module_return = self._execute_module(module_args=copy_args, task_vars=task_vars)
         self._remove_tmp_path(tmp_path)
+        shutil.rmtree(os.path.dirname(zip_path))
         return module_return
 
     def run(self, tmp=None, task_vars=None):