Just upgraded your Windows to Windows 10 Anniversary Update and you can’t get rid of that pesky Windows.old folder? Not even after using Windows Disk Cleaner like this?
Here is a quick and simple method…
Click Start -> Power -> Hold SHIFT key on keyboard -> Restart
Wait for a bit until Choose an option screen appears.
Troubleshoot -> Advanced options -> Command Prompt
Enter password if you use one for your account (leave empty if not), click Continue and wait for a bit until Command Prompt appears…
Then, follow these steps:
- Type in C: and hit ENTER key
- Type in rd /s Windows.old
- Confirm with Y and hit ENTER key
- Close the Window with X and select Continue button to return to Windows
It should look like this (simulated in Windows)…
There should be no Windows.old folder left on your C: drive anymore after this 🙂 For some reason, doing it in Windows using Command Prompt (Admin) doesn’t work. But this does.
Angry Sheep Blog 
It is much easier if you use the built-in Clean Manager tool. You simply need to configure it, to cleanup everything: CLEANMGR /sageset:65535
They are old news, but still suitable: http://www.javiergutierrezchamorro.com/configurar-el-liberador-de-espacio-en-disco/1390
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I know Disk Cleaner can be set, but it just doesn’t delete the folder even when you set it to. Not with the command you’ve given, but the usual way via Clean system files button.
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