It was okayish...I remember playing ultima 9 for some time with early wine versions. You had to deal with some glitches (ultima9 for example showed the mouse cursor below the bag what made selecting items interesting ;)) but even that not for all games. Diablo 2 was flawless for example (just not my type of game)..so was master of orion 3...
Was also nice to have for some simple windows gui apps....I think the first time I tried wine was for winrar to open a password protected file I couldn't get to work otherwise.
edit: corrected sentence I started differently than I finished it ;)