Hybrid Mac/PC Toast images. See also The Oregon Trail, The Oregon Trail CD, The Oregon Trail II, and The Oregon Trail 5th Edition. Compatibility Architecture: PPC PPC (8100 / 100 or greater) Mac OS 7.1 or higher 16 MB memory (RAM) Quad-speed CD-ROM drive Hard drive with 25 MB free space 256-color display (13' or larger monitor). A huge selection of classic educational games — including 'The Oregon Trail,' 'Number Munchers,' and 'Lemonade Stand' — are available online for free. There's no download required, either. Click the 'Install Game' button to initiate the file download and get compact download launcher. Locate the executable file in your local folder and begin the launcher to install your desired game. Howdy partners it’s time to once again head down the Oregon Trail in Oregon Trail 2. Released in 1995, Oregon Trail 2 was not actually the second.

GameThe Oregon Trail Deluxe
Size4.40 Mb
Runs OnMac
Available PlatformDOS
LanguageEnglish
Updated2020-12-02

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File: theoregontrail_dos_mac.7z

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How to install and play the game

Files for Mac can be run on all versions of OS X.You need to uncompress the 7z archive using the proper software (please use Keka to avoid problems). If the archive contains a DMG, double click it to mount the disk.After that, drag & drop the game icon into Applications (or another folder, Desktop will be fine too).New versions of MacOS block applications from identified developers. If you have this problem, just press Ctrl while clicking the game icon, and select Open.Alternatively you can use the “Open Anyway” button in the General pane of Security & Privacy preferences. See the Help page for more info.

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  1. The Oregon Trail: 5th Edition
4.01 / 5 - 103 votes

Description of The Oregon Trail: 5th Edition

In 2001, The Learning Company, Inc. publishes The Oregon Trail: 5th Edition on Windows. This adventure and educational game is now abandonware and is set in a hunting, sailing / boating and western.

How to play The Oregon Trail: 5th Edition Windows

The Windows 10 Repack is a mirror from https://archive.org/details/oregon-trail-5th-edition. Here are the installation notes:

  1. Download the ZIP file and extract the contents to C: You must extract to here only, or else it will crash. If you would rather have it somewhere else, you will have to open up the .ini file, and change the install location path to the one you chose.
  2. Open the folder, and double click the OTS.exe file, and you are good to go!

Go to the dedicated page on Archive.org for more details.

Comments and reviews

What2021-07-100 point

Let's get this party started

balls that happen to be blue2021-05-190 point

The ISO version doesn't seem to work properly.

Trenzalore2021-04-121 point

So I figured out how to change my display, but I'm unable to save game? Is there a trick to being able to save the game? Fils save game is greyed out.

Trenzalore2021-03-252 points

This file does not work with a Dell Inspiron 15 laptop with Windows 10. I tried to open almost every file after extracting to C: and nothing really worked; I got the error message 'Oregon Trail 5 was unable to switch your video mode. Please set your display to 640 x 480, thousands of colors and restart the game.'

foxy19052021-03-240 point

I love this game so much! I think the this one is he best one.

Connor2021-02-062 points

Don't even bother using this download link. There is a way easier way here: https://archive.org/details/oregon-trail-5th-edition
follow the directions and it works fine.

iamHULK772020-12-014 points

Hey guys, if you're having trouble playing this game, or any game for that matter, where the provided game file(s) includes a file that ends in .ISO, .IMG, etc. (a CD or DVD image file: https://dotwhat.net/type/cd-dvd-disk-image-files ), then you'll need to mount the image file as a 'virtual disc' using a disc image mounting software (i.e. Virtual Clone Drive: https://www.elby.ch/en/products/vcd.html ). When you 'mount' a 'virtual disc' on your computer, the computer responds the same way as if you had inserted a CD or DVD into the computer's physical disc drive (even though it's actually a virtual disc drive that's 'playing' a mounted disc image file). FYI: I'm not affiliated with Elby Elaborate Bytes (Virtual Clone Drive), I just really like their software! I hope this info helps at least a few of you guys out a bit! Happy Gaming! :-D

DabSmacker2020-11-071 point

The file definitely does not work...

Old tow mick2020-05-12-1 point

The best game ever

Esther2020-04-306 points

I don't know how to change it from .iso to .rar...Maybe that would be a place to start

Princess2020-04-270 point

I miss this game a lot

Tou9112020-04-210 point

The file is NOT corrupt. Burn the iso image using IMGBURN to a cd and voila. You have a game. Just install it from the cd.

Cutiepatooty1232020-04-10-2 points

I'm on Windows 7 and can't play. I'm currently trying the '.iso to .rar Method,' and am not seeing an 'Installation Directory,' anywhere after that. Please, help the Windows 7er's, please!?

Dmoxman2020-03-22-4 points

I got top 10 on the Oregon Trail 1971 edition go check it out

Jessie2020-03-181 point

I love to farm I am Italian I love to help out

ayden2019-12-200 point

lets go!!!!!

Lindwyrm2019-12-152 points

For some reason, I cannot load up the iso file to VirtualBox or any other method, because it says that the image is corrupted? I have no idea why that is, but is getting annoying to try and find ways to fix it when I want to do is play an old game from my childhood.

Xzavier202019-10-246 points

Disc image is corrupted cant mount the file :/

MickeyGFan19952019-10-06-4 points

All you have to do to is extract the zip, change the .iso to a .rar, and extract with 7zip.
once extracted, open the INSTALL directory, and doubleclick install.exe.
For best results install on windows 7 or XP.

MickeyG2019-10-061 point

All you have to do to is extract the zip, change the .iso to a .rar, and extract with 7zip.
once extracted, open the INSTALL directory, and doubleclick install.exe.
For best results install on windows 7 or XP.

King6of7kings2019-08-251 point

I downloaded on a windows 10 acer nitro 5, and every download and every program states the iso is either unknown or damaged
help

Software_Dude2019-06-010 point

If there are any GNU/Linux users out there, I've got two methods you can use to read this weird image.
Method #1: there's the Unarchiver (unarciver.org). To use this program just type (without quotes) 'unar Oregon.Trail.v5.iso', and this will extract the ISO to ./Oregon.Trail.v5/.
Method #2: FuseISO (sourceforge.net/projects/fuseiso/) can mount this ISO to any arbitrary directory, provided that FUSE is installed, and the user has read+write+execute permissions to said directory. Since it's a FUSE-based mounter, it doesn't require root to use. (Do note: I tried mounting this without fuseiso using the 'mount' command, and it failed.) Here's how you do it (again, no quotes): 'fuseiso Oregon.Trail.v5.iso [directory]'. Be sure to replace '[directory]' with an actual directory.
Once you've got access to the files in this image, you can then use something like genisoimage or mkisofs to make a 'normal' ISO file. (You might want to use '-l' or '-J' to avoid truncating the files to 8.3 filenames. Alternatively, you could use UDF, but I don't recommend that for anyone who plans on mounting this into a virtual machine running an old version of Windows.) You may also be able to run this program from WINE, although I have not tested this.
BTW, when I ran this game, I got some weird TLC launcher-thing that didn't seem to work. To work around this, just go to the installation directory (probably 'C:Program FilesThe Learning CompanyOregon Trail 5' if you installed it on an old Windows (virtual) machine), and execute 'ot5.exe'.

XD242019-04-27-1 point

The installation process is very complicated... Drop it. ????

IT Tech - (OpenVMS/MSDOS 2.11+/Win 286 to Win 10)2019-04-17-2 points

Note to GOW:
Your computer is infected with spyware and/or bad browser extensions.
Anti-virus / Anti-spyware software needs to be updated constantly and often needs complete replacement every year to three years depending on the software product.

IT Tech - (OpenVMS/MSDOS 2.11+/Win 286 to Win 10)2019-04-170 point

Windows 10 has difficulties opening many perfectly good ISO files and will not open any BIN/CUE files that I have seen thus far.
PowerISO CD Emulator much better then MS and works on most ISO & BIN/CUE files.

GOW2019-04-10-1 point

every time I try and download it on my PC it takes me to other sites for something else, I remember playing this game as a kid and want to give it another go please fix that problem!

GiSWiG2019-02-054 points

Here is how to get it to work and not need the CD to play (I hate using CDs when I can):
Use ImgBurn (free) to burn the ISO. Yes, others have said this too.
You can then use ImgBurn to make an ISO of the CD you just burned to have a valid ISO.
To play without installing AND to play on Windows 10:
1. Create a folder on your hard drive where you want to run the game from, for example C:GamesOT5. This path CANNOT have spaces!
2. Copy the DATA folder from the CD/ISO to C:GamesOT5
3. Copy the Oregon5.Eng and Oregon5.Fst from the HD folder on the CD/ISO to C:GamesOT5
4. Copy the three files, binkw32.dll, OREGON5.INI, OT5.EXE from the HDWin folder on the CD/ISO to C:GamesOT5
You should now have the Data folder and the five files listed above in C:GamesOT5
5. Edit the C:GamesOT5OREGON5.INI. Add 'rsrcpath=C:GamesOT5Data' minus quotes under the [cdrom] tag. It should look like this:
[cdrom]
rsrcpath=C:GamesOT5Data
This worked for me on two Win10 x64 PCs. No compatibility settings were needed. If it doesn't work, make sure the path you put the game under (i.e. C:GamesOT5) and the rsrcpath in the INI file match AND the rsrcpath is the path to the game folder WITH 'Data' at the end. Remember, NO SPACES in the path.
This also gets past installing the annoying and irrelevant launcher the standard installer installs.

9Cline2019-01-311 point

Thanks for program and esp. thanks to those who gave the info to use the iso and Imgburn to get these running, now to get that pesky #3 to work

Tinsel Bird2019-01-311 point

After trying some of the iso burners and having errors, I used ImgBurn. Worked perfectly with a burnable disc. Now I'm enjoying this silly fun game again!

The Oregon Trail Pc Game Free

Hank2019-01-021 point

If unable to open the file after downloading use Winiso to open
After you install the game this will let you bypass the TLC Launcher that will crash
Go to C:Program Files (x86) open the folder The Learning Company you will c to folders Oregon Trail 5 and TLC Launcher
open Oregon Trail 5 on otc5 right click on otc5 go to properties at the top click on compatibility and try
windows xp service pack 2 if the game dont worry use the run compatibility trouble shooter
in windows 10 if you get a screen saying anything bout the screen it go away in a sec r 2
after you get the game to work make a short cut to the desk top
Hope this works did 4 me

Meckie2019-01-020 point

Winiso will open the game but has issues in windows 10 and will not work

none14982018-11-03-1 point

to those having ISO is corrupted issue use PowerIso to open iso file

BearWithMe2018-10-010 point

I really want to play this game but sadly like others have said before, the files seem to be corrupted or will not be mounted. Please fix asap!

c12itical Mike2018-09-093 points

ISO is corrupted

hmmm2018-08-093 points

when I download and extract the iso and try to mount it, it tells me the disc image file is corrupted. can't open with windows 10 or daemon tools lite.

Cowboy Jim2018-06-040 point

Very nice. I really like western games. Please upload
Far West and America No peace beyond the line.

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