Earlier quoted context omitted.
A lot of games, Red Alert 2 off the top of my head. Never got it running even in compatibility mode and changing the bit depth.
I hate to be the "works on my machine" guy, but there seem to be multiple reports of it running perfectly fine: https://appdb.winehq.org/objectManager.php?sClass=applicatio... However, I sympathize with the general funkiness of running old games. It's very difficult to play the original Diablo 2 through Wine unless you emulate a virtual desktop, which is frustrating to set up. If you're willing to give it another try…
I feel like I had issues with the original Diablo, however. Maybe that's what you meant?