Download Oregon Trail II (Windows)

More than 11800 old games to download for free!

Oregon Trail II

Windows - 1995

Also available on: Mac

Released in
United States
Adventure, Educational, Simulation
Ecology / Nature, Geography, History, Hunting, Managerial, Sailing / Boating, Western
SoftKey Multimedia Inc.
1st-Person, Side view, Top-Down
4.28 / 5 - 148 votes

Description of Oregon Trail II Windows

Offering adventure, educational, simulation in a world of ecology / nature, geography, history, hunting, managerial, sailing / boating, western, Oregon Trail II is an abandonware developed by MECC and published by SoftKey Multimedia Inc.. Released in 1995, you wander around in a 1st-person, side view, top-down perspective.

How to play Oregon Trail II Windows

This tutorial should help you to install the game :

Comments and reviews

HeatherMarion 2017-04-20 0 point Windows version

cannot get this to work for windows 10 please help!!!

kitty 2017-04-04 0 point Windows version

its great now we can play together on orgon trail

Tony 2017-03-25 0 point Mac version

love this game

ahh 2017-02-23 0 point Windows version

Well, thank you for that wonderful explanation, Sal. Unfortunately, I didn't understand a word of it. Oh, Wait! I got the part that said "Windows 10".
Would love to play the game, but alas, I am not a techie. Guess I'll just have to live with my memories of all those times I died.....

Sal 2017-02-22 0 point

In order for this to work; your best bet is to do a dual bootable OS setup with windows 98 as your secondary OS or use a virtual machine program. There are ways to get this to work on Windows 10; however, from personal experience with emulators, work arounds in other games; the games don't always play/work as intended. For example: I've emulated some old RPG games where no matter what you did; your MC would start off with 1HP; other games would have a stutter; AI would act weird; even encountered one where the turn based game gave the enemy ai 5 turns in a row... So best option is to install the original OS as a 2nd OS or virtual machine.

Ginny 2017-02-14 -5 points Windows version

You know , it would be nice if you people who made this game , could make it compatible with windows 10 , the 90s went out a long time ago you know would be nice if you rolled with the modern drivers .

Littlesprinkles9 2017-01-24 0 point Windows version

I just played this in school today. It was fun. But when we killed an ox for food, all of our people died.

Annoyed 2017-01-18 0 point Windows version

Was excited to find this... waited almost 3 hours for it to download and it doesn't work... :(

CuriousGirl 2016-12-18 0 point Windows version

Is this really a 4 hour download?? I have been searching for this game for a long time,...I'm going to be very disappointed if it doesn't work!

DeerElephant 2016-11-03 -1 point

Played this game in school long time ago. Forgot about it for about 6 years or so

Michaela Morgan 2016-10-14 0 point Windows version

Piece of wood! I was bit by a cobra!

paavo 2016-10-08 -1 point Mac version

Does not work on new osx

die in a hole 2016-10-05 0 point

is pretty cool game... But I thought it die long ago but it not die, it try 2 live its life in supersticial charecter

Mr.Jack 2016-09-26 0 point

Piece of Wood

NibblerLover 2016-08-09 0 point Mac version

When I try to install it says "can't open app b/c classic environment is no longer supported". What do I do?

XX_OMO_xx 2016-08-03 0 point Windows version


dodododododododododo 2016-06-22 0 point Windows version

awesome the nostalga meter is off the charts

makia 2016-06-04 0 point Windows version

i love this game

Mighty might 2016-05-21 0 point

Oregon trail is awesome

crypticmoses 2016-05-03 0 point


Jake is right. Use an archiver program to extract the ISO. WINRAR seems to work best for me.

Compassman 2016-04-19 2 points

"Ya know, this river bank makes for a good resting place."

cptawkward 2016-04-19 0 point

You sure it was an accident? I dont want any murdering varmin around...

Lexi 2016-04-01 0 point

I downloaded it but can't open the zip file. I have a Windows 8 laptop lenovo
Can anyone help me?

addi 2016-03-31 0 point Windows version

I love this game it's awsome

ragegamer 2016-03-25 0 point Windows version

when i tried to open the download it wouldent work

TheCriminalViolin 2016-03-02 0 point Windows version

I got to say, looking at all the screenshots, I'm actually quite saddened. Mecc/The Learning Company simply rehashed the game ever since 2? Oregon Trail 5 was the one I had while in the 3rd-5th grade during lunch break, and this is literally the EXACT SAME GAME. I honestly see NOTHING different here. Did they seriously just simply rebrand it after 2 with 3,4 & 5? I love Oregon Trail Deluxe, always have, same with the rehash of deluxe, 1.2, and of course thoroughly enjoy OT5. But this rehashing honestly is sad & kind aggravating.

Jake 2016-02-25 2 points Windows version

KZY the ISO file either needs to be mounted with Daemon Tools, Burnt to a Disc, or you could simply open it using Winrar. (With Winrar, just right click the ISO file and open or extract with Winrar) hope this helps :)

Desz 2016-02-09 2 points Windows version

I'm not sure if I am allow to post this, but this tutorial will help anyone having issues opening without CD. It's fairly simple. Hope that helps friends :). This is my first time here. I had to first google and make sure this was safe. Thankful to see others have used it as well.

kzy 2016-01-29 3 points Windows version

I'm having trouble with the download. the only file that exists after I extract the zip is a .iso. Anybody know how to solve this? I'm using d-fend reloaded

tanyon 2016-01-26 0 point Windows version

i played at school and loved

Aubrey 2015-10-28 0 point Windows version

I remember I played this is second grade whenever I finished my work and had free time. The "Bad thing happened" noise used to terrify me, and watching a video of it, it still makes me cringe. Replaying it is going to be fun...

oldiegamer 2015-07-30 0 point Mac version

wish I can play this game online!

gabs 2015-07-08 4 points Windows version

i downloaded it trust and it doesn't work
something about CD error

ZiggCGI 2015-06-17 -5 points Mac version


Maximus Terranis 2015-06-06 0 point Windows version

Eight years old, is enjoying Oregon Trail 1.2 (from CD rom). Someday will upgrade him to OTII and later.

Mursa 2015-05-28 0 point Mac version

Thank you, I was looking all over for a mac copy.

Emily 2015-05-05 1 point Windows version

I like this version better than the first. For one thing, it is more realistic (In the first one, I got robbed almost every night. Once the thief took 6 oxen! How is that even possible?) and it has better graphics, and you can walk around and the controls are better. Plus, it's historically accurate (duh).

KU 2015-04-26 2 points Windows version

Thank you so much!!! Have been looking for this version across the internet for ages.

Awesome Girl 2015-04-13 1 point Mac version

I can't wait to play it, I am downloading it now. My brother remembers playing it but I don't remember it at all. I still think it will be awesome though, I am going to go see if it is done downloading now!

me 2015-02-04 1 point Mac version

i have this game on a cd so i cant get it on my air but this game was awesome when i played

Guest 2015-01-16 1 point Mac version

I don't think this was a dos format game. Pretty sure I had this back in the day and we had windows 95

hi 2014-12-20 -1 point Mac version

oregon trail 2 wont work

Wovan 2014-12-04 0 point Mac version

No viruses yet, with only a couple downloads. Can't say if it's 100% virus free, but it seems safe currently.

Wovan 2014-12-04 0 point Mac version

Does not seem to work with DosBox, or at least I couldn't get it to work.

jim 2014-11-18 -1 point Mac version

has anyone gotten a virus from this site?

goobs 2014-11-17 0 point Mac version

Is the downloads in this website free from malware?

bohner 2014-10-19 -1 point Mac version

if you can't load it on dosbox, give scummVM a try.

Abbbby333 2014-09-29 -1 point Mac version

Hi Im trying to play this on BasiliskII and i've expanded the file with stuffit expander and copied the Oregon Trail II.toast file to my MacOS753 hard drive on basilisk but when i try to open it i get this message-
"The Document "Oregon Trail II.Toast" could not be opened, because the application program that created it could not be found.
could not find a translation extension with appropriate translators."
any suggestions on how to resolve this?

Elizabeth 2014-09-04 0 point Mac version

This is a stupid question, but even though this says it is a Mac platform can it still be played on DosBox? If not, can someone recommend a good emulator?

Wolfie 2014-08-10 1 point Mac version

Wow a blast from my past! I loved playing this game in school!

Write a comment

Share your gamer memories, help others to run the game or comment anything you'd like. If you have trouble to run Oregon Trail II (Windows), read the abandonware guide first!


Download Oregon Trail II Windows

We may have multiple downloads for few games when different versions are available. Also, we try to upload manuals and extra documentations when possible. If the manual is missing and you own the original manual, please contact us!

Just one click to download at full speed!

Windows version

Mac version

Similar games

Fellow retro gamers also downloaded these games:

Terms About Contact Link to us FAQ Useful links Contribute Taking screenshots How to play

MyAbandonware utopiaweb