I had a peculiar issue with copying and pasting files from my local computer to a Remote Desktop session. I could copy and paste locally, but the option to paste would be grayed out on the Remote Desktop computer. There are several ways to solve this problem depending on what you are trying to copy and paste.
First ensure that the Redirection settings are what you want them to be on the server.
1. Launch Remote Desktop Session Host Configuration from the server.
2. Under Connections, right-click the connection and select Properties.
3. Select the Client Settings tab, and make sure the Clipboard box is unchecked. If you want to allow copying and pasting of files, make sure the Drive selection is unchecked. Click OK when done.
1. Right-click on the RDP icon that you use to connect, then select Edit.
2. Select the Local Resources tab.
3. Check the Clipboard option. To allow file copying and pasting, select More… and proceed to step 4. If you just need the ability to copy and paste text and not files, stop here and click OK.
4. Select the Drives option. Click, then OK again.
I should also note that if you have all of these settings configured correctly and things still don’t work, you may need to restart the server or just kill the rdpclip process.
This should be all you need to enable copying and pasting of files to your Remote Desktop session. I hope this tutorial has helped you. Please share your experience in the Comments section below.