Oregon Trail II – Download

Game Summary:

  • Year: 1995
  • Platform: Windows
  • Released in: United States
  • Genre: Educational, Simulation
  • Theme: Ecology / Nature, Geography, History, Hunting, Managerial, Real-Time, Sailing / Boating, Western
  • Publisher: SoftKey Multimedia Inc.
  • Developer: MECC
  • Perspectives: 1st-Person, Top-Down, Fixed / Flip-screen
  • Description
  • Download
  • Screenshots
  • Game Video
  • Installation
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!

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!

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.

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.

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.....

Oregon Trail II – Download - Free Full version

  1. Download
  2. Unzip files
  3. Setup and Install
  4. Launch the game.
  5. Play!

34 Responses to Oregon Trail II – Download

  1. polin says:

    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. jgshaw says:

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

  3. prjwl says:

    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.

  4. The Dwarf says:

    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?

  5. Bapho says:

    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!!

  6. RAHUL says:

    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

  7. azoozy says:

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

  8. Caboose says:

    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.

  9. syntotic says:

    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.

  10. Flic Montana says:

    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.

  11. bruffy22 says:

    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

  12. Materias says:

    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 .

  13. Ashley says:

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

  14. Nikolai says:

    Was excited to find this… waited almost 3 hours for it to download and it doesn′t work… 🙁

  15. orne says:

    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!

  16. BackInBlue says:

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

  17. mwmoriarty says:

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

  18. JonTron says:

    When I try to install it says "can′t open app b/c classic environment is no longer supported". What do I do?

  19. Christian RC says:


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

  20. Jezabel says:

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

  21. Mefistofilez says:

    I downloaded it but can′t open the zip file. I have a Windows 8 laptop lenovo
    Can anyone help me?

  22. DODO GOD says:

    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 🙂

  23. Wanwo says:

    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.


  24. GuyFawkes says:

    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

  25. jeg says:

    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…

  26. Pash says:

    i downloaded it trust and it doesn′t work
    something about CD error

  27. Christopher says:

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

  28. phishStix! says:

    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).

  29. YASER says:

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

  30. Justyn says:

    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!

  31. shani says:

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

  32. Dana says:

    I don′t think this was a dos format game. Pretty sure I had this back in the day and we had windows 95

  33. Sokrrin says:

    No viruses yet, with only a couple downloads. Can′t say if it′s 100% virus free, but it seems safe currently.

  34. josiah says:

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

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