Man...do I love the game "Oregon Trail"!! I remember I use to play Oregon Trail all the time as a kid and during recess in 6th grade. I remember we had the option of going outside or playing Oregon Trail. Is there any doubt what I chose? Anyhow, for all of your frugal gamers out there here is the files you need to run Oregon Trail.
- Unzip all the files
- Run the Applewin.exe <--(download here)
- Insert Otrail_1.bin in disk 1
- Insert Otrail_2.bin in disk 1 (when asked in the middle of the game)
- Power on applewin emulator
Then enjoy the game! Here are a few screenshots from my return adventure.





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