NoanRand: I've had some luck using
Wineskin. I say some luck, because sometimes it just seems to stop working. I'm trying out CXG right now. It seems like it's Steam support is a little stronger.
CXG is, IMHO, the best way to get Windows games working on OS X, short of using BootCamp or Parallels/VMWare (speaking of which, for anyone out there fed up with Parallels and their awful support/upgrade policies, VMWare is holding an incredible deal where you can upgrade to the latest version of Fusion from any version of either Fusion or Parallels). Again, people may balk at the price tag, but Codeweavers directly funds WINE development and community support, so in the end you're doing good not just for yourself, but other people wanting to use Windows games on alternative platforms too.
What's also key is that it's a
lot easier to configure and work with Windows games in CXG as opposed to any implementation of Darwine.
NoanRand: rampancy, if you don't mind I'm going to incorporate your games into my mix. I've seen other small Mac mixes, but my goal is one mix that lists all the games that have been tested by a Mac user.
Wait - so you don't think any other people besides you have been doing any work to test GOG compatibility on OS X? I can assure you that I and many others have bought games on GOG and poured a lot of time and effort into getting them to work. If you don't believe me, do a search on the InsideMacGames forums, or do a cursory search on the Codeweavers forums.
As for Mac installers: not bloody likely. The one thing I can see is *perhaps* GOG allowing for people to download alternate installers powered by Adobe AIR or Java that come bundled with Linux or Mac-native versions of DOSBox or SCUMMVM, for any games which use those environments. The main obstacle is that they just don't have the resources and/or time to provide game support for two additional platforms.
And, as for other CXG/WINE-friendly games, apart from them trying to roll their own homegrown compatibility wrapper using WINE (not going to happen due to support and development resource issues), they only other way they could provide Mac and Linux installers is if they used TransGaming's Cider, and I doubt they have the finances to pay for that kind of licensing.
EDIT: Oh, and one more thing. I don't think it's good idea to list games which haven't been actually tested on the Mac, or games which are known to not work well in WINE or CrossOver; I'm saying that because you've got Fallout listed, and it (as well as Fallout 2) are known to have some pretty major problems in both WINE and CXG. For those reasons, I haven't listed games like Fallout 2, Descent 3, or Shogo: MAD - they all work in CXG, but they're far from playable.