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The Oregon Trail

Your rating: None Average: 4.5 (36 votes)
Year released:
Download Oregon_Trail.img_.sit (1.05 MB)
For System 6.x - Mac OS 9
Download (2.12 MB)
For System 6.x - Mac OS 9
This game works with: SheepShaver, Basilisk II, Mini vMac

The Oregon Trail is an educational computer game developed by Don Rawitsch, Bill Heinemann, and Paul Dillenberger in 1971 and produced by MECC in 1974. The game was inspired by the real-life Oregon Trail and was designed to teach school children about the realities of 19th century pioneer life on the trail. The player assumes the role of a wagon leader guiding his party of settlers from Independence, Missouri, to Oregon's Willamette Valley by way of the Oregon Trail via a Conestoga wagon in 1848.

Laugh uproariously as little Timmy slowly perishes of typhus! Partake in the massacre of defenceless buffaloes! Get caught by winter and freeze to death in the Rockies! Hoot with hilarity as you lose 238 pounds of meat, 18 bullets, a wagon wheel, and little Timmy in a failed river crossing! Trade with the local Indians for supplies and screw them over as hard as you possibly can! Run out of food and eat little Timmy! In short, this gave me hours of fun in my misspent youth and continues to do so. The only real problem is that the gameplay's a little slow, but that doesn't really detract from it that much. Also an excellent reminder of how hilariously miserable and fraught with abject suffering leading to early graves life was in Olden Times (tm). - maga_dogg

...keep up a grueling pace with bare-bones rations and see how long little Timmy's broken leg takes to heal. I don't know whether the misfortunes in the game were intended to be hilarious, but yes, they are. It's worth playing the game once just for the completely deadpan descriptions of events. (Also, talk to people along the way and notice how historical information is slipped into their idle gossip making it sound somewhat contrived.) I have to disagree about the slowness of play not detracting, though. This is definitely a game to play while doing something else. - The Other Daniel

See also: The Oregon Trail CD, The Oregon Trail II

Architecture: 68k


by level70steve - 2013, August 31 - 2:37am

Default management password on this one is "boom". From there on, it will allow you to reduce or extend hunting time.

MCP's picture
by MCP - 2012, March 21 - 9:30am

I've uploaded version 1.2 from original floppies; maybe that will take care of some the problems mentioned in this comments section. Or not. I haven't tested it.

MCP's picture
by MCP - 2011, May 14 - 9:24am

by Temporary Joe - 2011, May 14 - 1:32am

I need to upload the CD version of this one: this one has glitches (a strange sound glitch after the third party member dies) and no music or sound.

I successfully killed off my entire party before reaching the first river, however.

AppleHoarder's picture
by AppleHoarder - 2011, February 5 - 6:44pm

Works great on my Mac Classic 2mb!

IIGS_User's picture
by IIGS_User - 2010, August 31 - 2:16pm

does the CD version have this problem as well?

Probably yes. But I don't know for sure.

Wafflez's picture
by Wafflez - 2010, August 31 - 2:11am

oh its just classic glitch, okay cool cool does the CD version have this problem as well?

IIGS_User's picture
by IIGS_User - 2010, August 30 - 4:05pm

so whats up with the music not working?

Game too old for newer Mac systems, so you'll hear no sound.

Wafflez's picture
by Wafflez - 2010, August 28 - 9:38pm

so whats up with the music not working?

by mlkncheeze - 2010, August 11 - 5:25pm

It's working on my classic environment on my old ibook, but I can't get it to play because of a fatal permissions error. I see in Info I can only read, which I'm guessing is the problem, but how do I change it?

Anyone know? Anyone else having this problem?

IIGS_User's picture
by IIGS_User - 2010, June 8 - 3:20pm

Verified that it works SheepShaver. Updated accordingly.

Me, too, verified that it works in Bas. Using Mini-vMac I've also verified it works in System 6.

Additionally I've wrapped the game into a Disk Copy 4.2 disk image, stuffed with Stuffit 4.0,
ready-made for drag-and-drop in Mini-vMac/ready to be mount as additional drive in Bas and Sheep.

macgirl84's picture
by macgirl84 - 2010, June 8 - 5:42am

Verified that it works SheepShaver. Updated accordingly.

IIGS_User's picture
by IIGS_User - 2010, June 4 - 6:16pm

Would someone think this game runs in Basilisk and SheepShaver, too?

by greystash - 2010, March 21 - 6:25am

Ctrl + A in the opening menu to enable management options

Dragnerok X's picture
by Dragnerok X - 2010, February 11 - 9:51pm

Just fixed the broken link for you. Smile

by thefuture - 2010, January 15 - 6:32pm

I have this game's Black&White version on an old disk if I can figure out how to move in to a more recent computer.

by dragonboi - 2009, August 24 - 5:08pm

When I downloaded the game it said Spelunx_bw.img_.sit. All it has is a bunch of jumbled text and the sheep saver I downloaded to try to convert the game so I can run any old game, only seems to harm my computer which has the lastest mac 10.5.8. Is there anyway to run any of these old games on my new mac?

IIGS_User's picture
by IIGS_User - 2009, August 19 - 1:39pm

Yep, runs perfectly in the Classic environment, if you take all the usual precautions, ie. switch to 256 colours.

Yeah, if you switch Mac OS X to 256 colors to get the game pictures, the Mac OS X environment graphics gets messy. Wink

bertyboy's picture
by bertyboy - 2009, August 19 - 8:37am


Yep, runs perfectly in the Classic environment, if you take all the usual precautions, ie. switch to 256 colours.

@others, those with issues,
you'll need to post more info about the Mac / PC, OS, emulator (if using one) and issues you're experiencing. I downloaded, uncompressed with Stuffit Expander, switch to 256 colours (not even sure it is necessary) and ran it fine under Classic on OSX 10.3.9.

by branspu - 2009, August 19 - 7:15am

i agree with a few people on this page... i have no idea how to get this game to work... i tried downloading all the junk it said to and still... wont work. can anyone that got it to work give step by step instructions?

IIGS_User's picture
by IIGS_User - 2009, August 8 - 12:35pm

The iBook G4 comes either with a Mac OS X 10.3 or a 10.4 version pre-installed, it should own a Classic Environment in both cases. Let's hope the Classic Environment is able to run this game, if yes, SheepShaver isn't neccessary. First, download Stuffit to expand the game.

The Classic Environment supplies a kind of Mac OS 9 System software where the game should run.
SheepShaver will still need a ROM file (Google: Redunant robot, also very useful instructions there) + a version of classic Mac OS, 7.5.2 up to 9.0.4, installed first in order to run any games.

by lynette - 2009, August 7 - 9:08pm

I need an idiots guide on how to open this game. I'm a new mac user having purchased a used ibook g4. I downloaded sheepsaver and I still can't play this game. Can someone tell me what I need to do. Thanks.

IIGS_User's picture
by IIGS_User - 2009, June 14 - 5:29am

And then, remember, you'll need an emulator to run this game, because you can't it run directly on newest Macintosh models.
Basilisk II or SheepShaver are recommended for this game...

Balrog's picture
by Balrog - 2009, June 13 - 6:19pm

You need to right-click on the download link and select "Save." Some browsers don't recognize MIME-types properly.

by Cheryce (not verified) - 2009, June 13 - 5:12am

We have a brand new imac... I have tried downloading this 6 times, and all that comes up is a box with misc nonsensical text. Hmm.

by Anonymous (not verified) - 2009, June 4 - 5:51pm

I love this game