I just bought a ThinkPad style desktop keyboard that has no Windows key. Is it possible to configure a specific key combo to behave like the Windows key?
Found a program that gets close enough: KeyTweak can map just about any key as any key, including the WinKey.
You can definitely do this with several third-party applications:
SharpKeys lets you remap keys one-to-one, so you can use this if you want a single key (e.g., Caps Lock) to work as a Windows Key.
AutoHotkey lets you write more advanced scripts and would allow you to use combinations (e.g., Ctrl+Shift+W) to send a Windows Key.