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/ Genres / Educational / Oregon Trail II

Oregon Trail II

Windows - 1995
Also available on: Mac - Windows 3.x

How to Play

This tutorial should help you to install the game : https://www.youtube.com/watch?v=QKan-FbCfVM.

Comments and reviews

Witch 15 Jun. 2026

How do we get the screen bigger? Game runs fine but it runs in a small box on desktop. Id like to get fullscreen if possible on a 1920x1200 monitor.

1
french toast 24 Feb. 2026

I can't get it to work on my laptop at all :( how do I get it to install on a 64bit windows?

-1
kyinva 02 Dec. 2023

i remember this game from my childhood, mostly the starting town because i wasnt very good at it (due to being a child)

1
Joe 13 Dec. 2022

Which windows do you hit the first or second

2
Nero 30 Nov. 2022

Hei guys,
I've installed the game, but it seem's is doesn't work on mac M1

-1
oregontrailer 07 Nov. 2022

worked great for me on windows 11 with 7zip to unpack and daemon tools free to mount. No glitch.

0
c.i.b.magic 23 Sep. 2022

sorry, forgot to remark:
my OS: win 11

-3
c.i.b.magic 23 Sep. 2022

works proper
just follow the instructions linked to youtube right under the download-button and above the screenshots.
Graphics, sounds, all fine

But there's a game bug - clicking the wagon-conditions, you have no chance to turn back to the journey menu - so you can't finish your journey
(Restart game - never click wagon button (the very last right)

2
Lukariogirl 18 May. 2022

It is not working

1
fartaster 09 Jan. 2022

does not work on windows 11

0
dor_nob 06 Nov. 2021

This game installs and runs perfectly if you use a 32-bit installation of Linux with the PlayOnLinux app.

0
Mary 06 Aug. 2021

OMG, the memories I'm recovering just from this website~ I remember playing this in grade school. This site is seriously amazing.

0
marciedog 20 Mar. 2021

does this game work and is this site safe? Any updates on windows 10 and any known viruses?

-7
zach 27 Jun. 2020

try this: put the data in programs folder. rename OREGONII.ini rsrcpath= to that folder

https://gaming.stackexchange.com/questions/315505/getting-oregon-trail-ii-2-to-run-on-windows-10-64-bit-without-dosbox

I got the game running but if you get stuck on the window travel pace, rations you need to click turn and then turn back and you'll be able to move forward. Only issue I get is game freezes at Columbia river.

-2
Kvlt 23 Jun. 2020

Don't make is so complicated, just download Windows 95 Portable.

-3
Stephen 06 Jun. 2020

Managed to start playing but it just freezes up when trying to do anything at a river, you select your option then it just grays out and stays that way till you open the journal or another menu then you just repeat the process. I guess it's a problem with the animations?

3
Bandit 07 May. 2020

I got the game to work by decompressing the .iso file in 7-zip. Then I altered the oregonII.ini file to edit the path where the data folder was. Then I just double-clicked on the otii32.exe file after setting the compatibility mode to win95 and the screen size to 640 x 480.

Only thing I am having problems with is getting the game to save. I click on the save button and it won't save the file. Anyone know how to fix this?

-2
IMTHEGUYIFYOUWANTPIE 19 Apr. 2020
Top comment

to play with nocd

-Create new folder in C:\ ( eg: c:\games\Oregon Trail 2)
-Mount ISO
-Explore
-Copy DATA folder to your new folder
-Copy other files on the CD's base folder: sampler, install/uninstall, setup.txt etc, all of them
Inside the DATA folder is a config file called OREGONII.txt, open this with notepad
-beneath where it says cdrom is where you will direct the game to find the DATA folder

[cdrom]
rsrcpath=C:\Games\Oregon Trail 2\Data
intromovieid=100

-Save and unmount the ISO
-Open the DATA folder and right click OTII32.exe, create a shortcut and place it on your desktop
- You may have to change compatibility settings, right click the shortcut you made, go into properties----compatibility-----WIN95
-The game will start in full screen and appear black, just press alt+tab to return to windows, open it up again and it will greet you with the menu

11
Anthony 06 Apr. 2020

can someone tell me exactly which file should be dropped in dos box- win32- _ibnst32I.EX_ or Setup32? i am able to drop them in the dosbox but nothing happens when i press the key mapper ctrl+f10

2
Kirby 07 Jan. 2020

Game works fine, but halfway through the trail on every game the wagon simply stops. "No progress," it says. People continue to get sick, I keep getting notified of fog, etc., but the wagon will not move. 5th edition is a corrupted ISO, so can't play that. 1.2 won't load installer, so can't play that. Not even going to try 3rd edition since people seem to be having problems with it. So going to try the 25th anniversary edition.

0
River 02 Jan. 2020

The screen freezes whenever I go to another screen. I can't go into the items screen without having to either turn or go hunting. The Dalles has become impossible. I lost all my stuff and turning just makes me go back on the river. loading a save freezes it on the menu screen. even hunting after trading freezes it on the hunting screen. Help

-1
kylelot 20 Nov. 2019

awesome game from the past

0
kevdogYT08 21 Aug. 2019

Ooo yeah, the memories with this game... Oregon Trail takes ya back to the "cowboy days". ????

0
Elvie 18 Jul. 2019

I had trouble on windows 10 with all the suggested methods here. What worked for me was the fact I downloaded a program called Power2Go when I bought a CD drive for my laptop a couple months back. This program allowed me to right click the ISO file that extracted from the oregontrailii folder and mount it as a virtual drive. It asked me what I wanted to label the drive as (I picked D:\) and then I went to the virtual D:\otii drive it created for me and then then I went to WIN32 and open application file Setup32 and it installed it for me. To open the game I opened back up the d:\otii and went to data and opened the OTII32 application file. Mine went to black screen then, but I hit the windows button and it minimized it to a playable window. This may not be new info to some but I hope this helps anyone as confused as I was at first.

0
crys 27 Jun. 2019

What do you click to get the .exe file? All I got was some disc image file.

0
AMY 29 May. 2019

Downloaded the mac version.. finally got it into .dmg format anddd.. "You can’t open the application “Installer” because it may be damaged or incomplete." What gives?

-1
HeiferNa 18 Feb. 2019

Need this on iPhone android app

-3
Haya 12 Feb. 2019

This game is weird

-8
allan 18 Jan. 2019

Just wondering- why is the download 402 MB? I remember having this game back in the mid-90s and it was only a few MBs back then. In those days, my entire hard drive only had 256 MBs of storage.

3
Reeeeeeee 10 Jan. 2019

*Whole family dies
YEet Gotta get to CAlifOrnIa

2
sss 18 Dec. 2018

so, i used a program to mount the file and it says i need administrative permission to move the file after i mount it. please help!! there is only one user on this computer.

-2
Arlude 03 Nov. 2018

The Mac version is the actual Mac OS 9 Version?

1
cmc 03 Sep. 2018

I've been trying to download this, but every time I hit the download button, it loads and nothing happens. So I can't even download it. :\

1
fortnitetrolling 23 Aug. 2018

it was the best game when i had the disc... havent played n 4ever bc all i do is play fortnite.. best game tho

-1
draeger 15 May. 2018

Don't have the disc? No problem: get a program like daemontools that can mount .ISO files to a virtual CD drive, follow the tutorial vid instructions, but in the .ini file copy and paste the path for the virtual drive instead.

2
kylelot 10 May. 2018

had to attempt twice but successfully worked for me

1
jewboy 06 May. 2018

i died of cholera

1
jkhhl 29 Apr. 2018

So you have to have the disc? What is the point of downloading this if you already have the game

-4
Chona 02 Apr. 2018

Has anyone made a version that works on a smartphone? I have the original disc but for some reason my computer doesn't recognize it. Could it be that the disc is too old?

2
Mich83 26 Mar. 2018

WOW it worked on my Lenovo Windows 10! (see link to great directions for windows youtube video on this page) - I posted this on 3/26/2018 fyi. So happy it worked!!

2
Rich 10 Dec. 2017

This sucks it says file is corrupted I've tried re-downloading it a few times. Sort of depressing. Maybe someday someone will come out with one that works

1
allen rc 09 Dec. 2017

i downloaded it already how do i install it?
when i click setup it says file not copied and there is no dat file

0
ST86 01 Nov. 2017

Can this be made playable on the page?

0
abhijitsprasanth@gmail.com 21 Sep. 2017

This game is so nice

1
anonymous 10 Aug. 2017

I've heard of Oregon Trail countless times, but can't remember playing it. Seems I either started school a little too late for that or said school didn't have the game.

1
Tempest 09 Aug. 2017
Top comment

So I couldn't figure out how to get this to run at first, but I poked around a bit and finally clicked not on the folder thing, but the Oregon Trail II file. Go to Win16 or Win32 ( I don't actually know the difference, except maybe the graphics?? )) and double click on Setup.16 or Setup.32

It should install the game, although I have noticed in my first attempt to play the game that it's a bit buggy, particularly when you go to the screen to check your supplies. It won't toggle back to the travel screen very easily.

Hope this helps someone!

14
Angiel 31 Jul. 2017

Even I can not play The Oregon Trail II in full screen. Help?
The Oregon Trail II is a game for Windows not for DOS and it does not work with DosBox.

0
Redbaron 30 Jul. 2017

Can someone help me? I've tried setup and both OTII32 and OTII16 but it says it can't find the .dat file. I've also tried the thing in the video but it still won't work.

0
Oliver The Mrs 12 Jul. 2017
Top comment

For people needing to know how to get it to run on Windows 10 and in full screen mode, here goes:
1) download from here Oregon trail
2)Download DosBox, just Google it, it's free and safe and takes up hardly no space
3) left click on the (.exe) of Oregon trail, drag and drop it onto your dosbox shortcut on your desktop, game loads
4) scroll mouse onto the small dosbox window
5) press Ctrl+F10 which locks the mouse on the window
6) press Alt+Enter, Bingo full screen

Pointers: before loading game check compatibility mode of both dos box and Oregon trail by right clicking on each shortcut or .exe, go to properties, go to compatibility mode, check "run this program in compatibility mode for" choose windows 8 in the drop down menu (because windows 10 isn't an option) and check run in 640 x 480 screen resolution. Viola! If you don't do this is will still go full screen but the picture may still be small, so do that first to make it take up the whole screen in big size!
Running Windows 10 (32 bit) works for me, hope this helps!

27
Cole 02 Jul. 2017

I can not get this to play in Full Screen, can anyone help? I followed this video to install the game. https://www.youtube.com/watch?v=QKan-FbCfVM

0
zec wodlik 31 May. 2017
Top comment

you know, this riverbank makes for a good resting place.

32
: ( 13 May. 2017

How do i play this without the cd??

1
HeatherMarion 20 Apr. 2017

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

-1
kitty 04 Apr. 2017

its great now we can play together on orgon trail

1
Tony 25 Mar. 2017

love this game

1
ahh 23 Feb. 2017

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.....

3
Sal 22 Feb. 2017

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.

-1
Ginny 14 Feb. 2017

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 .

-14
Littlesprinkles9 24 Jan. 2017

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

1
Annoyed 18 Jan. 2017

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

-3
CuriousGirl 18 Dec. 2016

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!

0
DeerElephant 03 Nov. 2016

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

-1
Michaela Morgan 14 Oct. 2016

Piece of wood! I was bit by a cobra!

0
paavo 08 Oct. 2016

Does not work on new osx

-2
die in a hole 05 Oct. 2016

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

0
Mr.Jack 26 Sep. 2016

Piece of Wood

0
NibblerLover 09 Aug. 2016

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

0
XX_OMO_xx 03 Aug. 2016

HUNTING NOSCOPE STAMPEDEMURDER 11/10 IGN

-1
dodododododododododo 22 Jun. 2016

awesome the nostalga meter is off the charts

0
makia 04 Jun. 2016

i love this game

0
Mighty might 21 May. 2016

Oregon trail is awesome

1
crypticmoses 03 May. 2016

@KZY:

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

2
Compassman 19 Apr. 2016

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

2
cptawkward 19 Apr. 2016

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

1
Lexi 01 Apr. 2016

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

0
addi 31 Mar. 2016

I love this game it's awsome

0
ragegamer 25 Mar. 2016

when i tried to open the download it wouldent work

1
TheCriminalViolin 02 Mar. 2016

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.

0
Jake 25 Feb. 2016

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 :)

2
Desz 09 Feb. 2016

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.

https://www.youtube.com/watch?v=QKan-FbCfVM

2
kzy 29 Jan. 2016

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

4
tanyon 26 Jan. 2016

i played at school and loved

0
Aubrey 28 Oct. 2015

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...

0
oldiegamer 30 Jul. 2015

wish I can play this game online!

0
gabs 08 Jul. 2015

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

4
ZiggCGI 17 Jun. 2015

meh

-6
Maximus Terranis 06 Jun. 2015

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

0
Mursa 28 May. 2015

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

-1
Emily 05 May. 2015

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).

1
KU 26 Apr. 2015

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

2
Awesome Girl 13 Apr. 2015

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!

0
me 04 Feb. 2015

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

1
Guest 16 Jan. 2015

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

1
hi 20 Dec. 2014

oregon trail 2 wont work

-3
Wovan 04 Dec. 2014

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

1
Wovan 04 Dec. 2014

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

-1
jim 18 Nov. 2014

has anyone gotten a virus from this site?

-3
goobs 17 Nov. 2014

Is the downloads in this website free from malware?

2
bohner 19 Oct. 2014

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

-2
Abbbby333 29 Sep. 2014

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?

-3

No comment nor review for this game at the moment.

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Downloads

Windows version
Win95 / Mac ISO
United Kingdom English
402 MB
Windows 3.x version
Win3xO release
United Kingdom English
510 MB
Mac version
Game file
United Kingdom English
370 MB

Extras

Fix Fix 1
Quicktime Video Fix
Windows 3 KB English English

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