Vista & W7

There's no reason why any 32bit application wont run as normal. 64Bit and 32Bit applications can run simultaneously :). I even managed to get Theme Park World (1999) to install on Vista and it actually works with Vista where as with XP it didn't :confused:. I haven't had one application/piece of hardware that doesn't work with 64Bit Vista/W7 :D.
 
If by HL you mean Half-Life, then yes, it'll run fine.

16-bit apps won't run on a 64-bit OS, but pretty much all 32-bit apps will work with Vista and 7, although some of them needed updates. If it works with Vista then there's no reason why it shouldn't work with 7 since the two are architecturally very similar.
 
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