diff --git a/winsup/cygwin/msys2_path_conv.cc b/winsup/cygwin/msys2_path_conv.cc
index f9dcda5d63..54f58fbe8e 100644
--- a/winsup/cygwin/msys2_path_conv.cc
+++ b/winsup/cygwin/msys2_path_conv.cc
@@ -624,7 +624,7 @@ void posix_to_win32_path(const char* from, const char* to, char** dst, const cha
         strncpy(one_path, from, to-from);
         one_path[to-from] = '\0';
 
-        path_conv conv (one_path, 0);
+        path_conv conv (one_path, PC_KEEP_FINAL_SLASH);
         if (conv.error)
         {
           set_errno(conv.error);
diff --git a/winsup/cygwin/path.cc b/winsup/cygwin/path.cc
index c4f74fb5fa..9a2c05b492 100644
--- a/winsup/cygwin/path.cc
+++ b/winsup/cygwin/path.cc
@@ -1254,9 +1254,22 @@ path_conv::check (const char *src, unsigned opt,
 		cfree (wide_path);
 	      wide_path = NULL;
 	    }
+
+	  if (need_directory)
+	    {
+	      size_t n = strlen (this->path);
+	      /* Do not add trailing \ to UNC device names like \\.\a: */
+	      if (this->path[n - 1] != '\\' &&
+		  (strncmp (this->path, "\\\\.\\", 4) != 0))
+		{
+		  this->modifiable_path ()[n] = '\\';
+		  this->modifiable_path ()[n + 1] = '\0';
+		}
+	      need_directory = 0;
+	    }
 	}
 
-      if (need_directory)
+      if ((opt & PC_KEEP_FINAL_SLASH) && need_directory)
 	{
 	  size_t n = strlen (this->path);
 	  /* Do not add trailing \ to UNC device names like \\.\a: */
@@ -1266,6 +1279,7 @@ path_conv::check (const char *src, unsigned opt,
 	      this->modifiable_path ()[n] = '\\';
 	      this->modifiable_path ()[n + 1] = '\0';
 	    }
+	  need_directory = 0;
 	}
 
       if (opt & PC_OPEN)
diff --git a/winsup/cygwin/path.h b/winsup/cygwin/path.h
index adb0ca11f5..208147f4fc 100644
--- a/winsup/cygwin/path.h
+++ b/winsup/cygwin/path.h
@@ -59,6 +59,7 @@ enum pathconv_arg
   PC_KEEP_HANDLE	 = _BIT (12),	/* keep handle for later stat calls */
   PC_NO_ACCESS_CHECK	 = _BIT (13),	/* helper flag for error check */
   PC_SYM_NOFOLLOW_DIR	 = _BIT (14),	/* don't follow a trailing slash */
+  PC_KEEP_FINAL_SLASH	 = _BIT (15),   /* do not remove a trailing slash */
   PC_DONT_USE		 = _BIT (31)	/* conversion to signed happens. */
 };