For me, it was W2K. It has the stability of NT series better usability, drivers and it was quite fast. Windows XP made simple things a lot harder and slower :)
I also loved the workstation-y, crisp UI that would let me drag a window with its contents around the screen. My computer wasn't even all that powerful by the standards of the time.
I honestly had a server running Windows 2000 untill about 4 years ago. In that time, it was only really rebooted for system updates. It's sitting in my spare room.