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The question probably speaks for itself. I know that they're Windows-based games, so inherently a copy of Windows must be available. That precludes using DOSBox, but would any of the following solutions (or others) work?

  1. Boot Camp with Windows 7?
  2. VMWare with a Windows version of the appropriate vintage?
  3. WINE? (Is WINE even available for Mac?)
  4. Profit! (Oh, wait ... Um ... Fill in #4 for me?)

Details of the machine in question: MacBook 13", integrated 256M graphics, 4GB of RAM, 2GHz Intel Core Duo.

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I feel for you. On Windows 7 I had to do some consider tweaking to get everything up and running and I still had problems viewing videos. –  ChaosPandion Jul 7 '10 at 19:41
    
All of those will work by the way. For Mac, there's Darwine but CrossOver has better support. However, it does cost money. –  user56 Jul 8 '10 at 13:15
    
You can also use wine-devel 1.0.1 which is the developers branch of wine. it's just about as stable. –  Mechko Jul 11 '10 at 12:19
    
Just install VMWare with Win98 and install the games. WinXP works too with all Fallout patches. The main problem is that those games are very buggy to begin with. –  ayckoster Nov 15 '12 at 0:47

4 Answers 4

up vote 11 down vote accepted

I personally attempted this a while back. I ended up buying the actual Mac version of the game:

http://www.amazon.com/s/?url=search-alias%3Daps&field-keywords=fallout+mac

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I was completely unaware that there were Mac versions of these ... You rock. –  John Rudy Jul 7 '10 at 19:41
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For what it's worth, I did end up buying the Windows version of the trilogy, if only because it's about $11 + shipping, and the Mac version has a ton of reported problems now that newer Macs don't support 256-color mode. It'll either go through WINE, VMWare or BootCamp. (Probably starting at WINE.) –  John Rudy Jul 17 '10 at 14:45

As of November 2012, GOG started offering the games in Mac format. Both Fallout 1 and Fallout 2 were offered. This was probably be the best/most affordable way to get the games. Fallout Mac CDROMs on Amazon seem way much overpriced (due to their scarcity I assume).

Update 1/1/2014: Unfortunatelly GOG has removed all Fallout games from their catalog. As discussed on reddit this is probably due to Interplay's publishing rights on the franchise expiring. The games are now only available for download to those who have already purchased them. The games have also been removed from Steam and it is unclear whether/when a new distribution agreement will be made with Bethesda, who now holds the publishing rights.

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Hear, hear. GOG is awesome. FWIW though, Amazon offers the PC-download as well. –  Jonathan Mabe Jun 4 '13 at 17:14
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It is indeed gone due to the rights transferring to Bethesda, andthey're definitely scheduled to come back on Steam. GOG is still a bit up in the air at the moment, but I know GOG themselves wanted to keep them, so it's all down to Bethesda now. –  Michael Madsen Jan 4 at 19:44
    
The tweet from Bethesda has a promising tone. I was afraid there would be some bitterness against GOG because they were giving away the games for free 1 month before the expiration of Interplay's publishing rights. Bethesda could have perceived this as an agressive move against them (loss of future sales). Glad to see they are cool with GOG. –  m000 Jan 5 at 0:21

Try installing WineBottler http://winebottler.kronenberg.org/. It's a nice frontend for Wine (which it brings with) and can package your game into a nice little .app.

FWIW, I was able to run Fallout with it. Didn't try Fallout 2, though.

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Very nice! I fought through WINE using MacPorts, which worked out OK, and then wound up writing a shell script to launch from Finder. –  John Rudy Jul 30 '10 at 17:19

Both Fallout 1 and 2 are now available as Mac versions from gog.com:

Update: The Fallout games have been removed from the gog.com catalogue by the end of 2013 (due to legal issues with the owner of the Fallout franchise). The best way to play the games on a Mac now probably is to buy them on Steam and then use wine to run them in OSX...

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