This page is a wiki. Please login or create an account to begin editing.

The Oregon Trail 5th Edition

Your rating: None Average: 4.2 (16 votes)
Year released:
[www].se [ftp].se [mirror].us [mirror].de
Oregon_Trail_5.iso_.sit (605.45 MB)
MD5: aa96caaf54234492752a7cc2f89ed004
For Mac OS 8.5 - 8.6 - Mac OS X
This game works with: SheepShaver,

This update of a classic history simulation boasts some new additions to an already excellent educational tool. The Oregon Trail 5th Edition puts children in the role of emigrants on a westward journey in history. Decision-making is the key to success along the trail, and key history facts are learned throughout the adventure.

A 2002 review by Tech with Kids.

Hybrid Mac/PC .iso image, compressed with StuffIt 5.5 Buy link:
The Learning Company - Oregon Trail 5th Edition

See also The Oregon Trail, The Oregon Trail CD, The Oregon Trail II, The Oregon Trail 3rd Edition, and The Oregon Trail 4th Edition.

Architecture: PPC (Carbonized) x86 (Windows)


Livy's picture
by Livy - 2021, January 26 - 3:51am

it keeps crashing my sheepshaver running Macos 9.0. many other apps from here work.
UPDATE: dont let the loading screen play, click past it to avoid crash.

Bolkonskij's picture
by Bolkonskij - 2014, May 18 - 10:30am

Awesome upload! Didn't know they made so many editions of Oregon Trail.

However, beware fellow OS X user - it requires the "New York" font to be installed on your Mac. Which came with pre OS X Macs. So no luck if you're running 10.5 Leopard on your G4 Mac, unless you install the font. I found a working download here: