diff --git a/communicator/winrm/communicator.go b/communicator/winrm/communicator.go
index 6cf2bce37..fc639ccb0 100644
--- a/communicator/winrm/communicator.go
+++ b/communicator/winrm/communicator.go
@@ -124,24 +124,13 @@ func runCommand(shell *winrm.Shell, cmd *winrm.Command, rc *packer.RemoteCmd) {
 // Upload implementation of communicator.Communicator interface
 func (c *Communicator) Upload(path string, input io.Reader, fi *os.FileInfo) error {
 	wcp, err := c.newCopyClient()
-	if err != nil {
-		return err
-	}
-
 	if err != nil {
 		return fmt.Errorf("Was unable to create winrm client: %s", err)
 	}
-	client, err := c.newWinRMClient()
-	stdout, _, _, err := client.RunWithString(fmt.Sprintf("powershell -Command \"(Get-Item %s) -is [System.IO.DirectoryInfo]\"", path), "")
-	if err != nil {
-		return fmt.Errorf("Couldn't determine whether destination was a folder or file: %s", err)
+	if strings.HasSuffix(path, `\`) {
+		// path is a directory
+		path += filepath.Base((*fi).Name())
 	}
-	if strings.Contains(stdout, "True") {
-		// The path exists and is a directory.
-		// Upload file into the directory instead of overwriting.
-		path = filepath.Join(path, filepath.Base((*fi).Name()))
-	}
-
 	log.Printf("Uploading file to '%s'", path)
 	return wcp.Write(path, input)
 }