I'm tearing my hair out here trying to do this. I have an old CD-ROM of Oregon Trail 1.2. It worked just fine on my old Vista machine, but it won't run at all on Windows 7. I tried every compatibility mode and it didn't work. Finally I downloaded Windows Virtual PC and a copy of XP Mode, but I can't get XP mode to work. The site let me download and install it fine, but when I try to actually turn on the virtual PC I just get a neverending load screen that occasionally tells me the BIOS is invalid. There doesn't seem to be any support whatsoever available from Microsoft (big surprise there). The only thing I was finally able to find after an hour of digging is that XP Mode is not supported on "Home" versions of Windows 7 because, according to them, non-business software might require hardware acceleration which doesn't work well in Virtual PC. (Worst reason I've ever heard of to not offer software for use). The thing is, according to the site I'm not even supposed to be allowed to download and install XP Mode on my computer, but somehow it let me do it anyway. I have the option to use XP Mode in Virtual PC, it just doesn't boot properly.
I don't need XP. I don't need anything better than Windows 3.1, in fact. I don't need this machine to do anything complicated, just open an application that isn't 64-bit. I'm about to try DosBox but I think I remember trying it before and it not working because it's not a DOS program, it's a Windows version.
There HAS to be some way for me to get this fucking thing to work. I've had this CD since 1995, I have not been able to find a version available for download anywhere which works on newer operating systems, and this is one of my favorite games from my childhood. If I can't get it to run I'll have to dig up an old computer somewhere to do it... But that's absurd. This machine is PERFECTLY CAPABLE of running the game, it just REFUSES to.
Any ideas guys? I'm getting super-pissed-off here!
EDIT: Confirmed that DosBox does not run it because it is a Windows program. Preparing to throw something breakable against the wall in 3... 2... 1...