Oregon Trail II
Windows - 1995
Also available on: Mac
Description of Oregon Trail II Windows
If you haven't played Oregon Trail II or want to try this educational video game, download it now for free! Published in 1995 by SoftKey Multimedia Inc., Oregon Trail II is still a popular managerial title amongst retrogamers, with a whopping 4.2/5 rating.
How to play Oregon Trail II Windows
This tutorial should help you to install the game : https://www.youtube.com/watch?v=QKan-FbCfVM.
Comments and reviews
kevdogYT08 2019-08-21 0 point Windows version
Ooo yeah, the memories with this game... Oregon Trail takes ya back to the "cowboy days". ????
Elvie 2019-07-18 1 point Windows version
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.
crys 2019-06-27 1 point Windows version
What do you click to get the .exe file? All I got was some disc image file.
AMY 2019-05-29 0 point Mac version
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?
allan 2019-01-18 4 points Windows version
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.
sss 2018-12-18 -1 point Windows version
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.
cmc 2018-09-03 1 point Windows version
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. :\
fortnitetrolling 2018-08-23 -1 point Windows version
it was the best game when i had the disc... havent played n 4ever bc all i do is play fortnite.. best game tho
draeger 2018-05-15 2 points Windows version
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.
jkhhl 2018-04-29 -4 points
So you have to have the disc? What is the point of downloading this if you already have the game
BitchinCornSoup 2018-04-03 -12 points Mac version
Hey y'all, I actually liked Despicable Me. I liked those little yellow dudes, they were a'ight. And my man Gru was tight, trying to raise a family and all. I don't really remember anything that happened, but it was bitchin.
Chona 2018-04-02 2 points
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?
Mich83 2018-03-26 2 points Windows version
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!!
Rich 2017-12-10 2 points
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
allen rc 2017-12-09 0 point Windows version
i downloaded it already how do i install it?
when i click setup it says file not copied and there is no dat file
anonymous 2017-08-10 1 point
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.
Tempest 2017-08-09 5 points
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!
Angiel 2017-07-31 0 point Windows version
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.
Redbaron 2017-07-30 0 point Windows version
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.
Oliver The Mrs 2017-07-12 14 points Windows version
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!
Cole 2017-07-02 0 point
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
HeatherMarion 2017-04-20 -2 points Windows version
cannot get this to work for windows 10 please help!!!
ahh 2017-02-23 3 points 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 -11 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 1 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 -2 points 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
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
NibblerLover 2016-08-09 1 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?
dodododododododododo 2016-06-22 0 point Windows version
awesome the nostalga meter is off the charts
crypticmoses 2016-05-03 1 point
Jake is right. Use an archiver program to extract the ISO. WINRAR seems to work best for me.
cptawkward 2016-04-19 1 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?
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 4 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
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...
gabs 2015-07-08 4 points Windows version
i downloaded it trust and it doesn't work
something about CD error
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.
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
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.
Abbbby333 2014-09-29 -2 points 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?
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Download Oregon Trail II Windows
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