Monitors don't have "drivers" per se. They have definitions, which basically is just a list of the resolutions and refresh rates that the monitor supports. If setting windows to 800x600 at 60hz doesn't work, then that monitor doesn't really support that resolution.
Most of older (pre 2000) VGA arcade monitors I have seen only only officially support 640x480.
It might possibly support an 800x600 interlaced mode, which you may be able to get going using a video card utility.
Personally, I wouldn't even want to think about risking a nice 27" monitor by trying to drive it outside of its specs. 640x480 a pretty sweet resolution for gaming anyway. (Except for Real Time Strategy games, but who plays those on a cab anyway?)