Play The Oregon Trail Deluxe Online

Game Overview

Oh man, The Oregon Trail Deluxe—this one takes me back. You’re leading a wagon full of settlers from Missouri to Oregon in 1848, and let me tell you, it’s not exactly a scenic road trip. First thing you do? Pick your job (banker, carpenter, farmer—each changes how much cash you start with), buy way too much bacon because you think you’ll need it, and then immediately regret your choices when your oxen drown crossing a river two weeks in.

The game’s got that classic MS-DOS look—pixelated rivers, blocky text, and those little wagon icons that somehow make dysentery feel nostalgic. You hunt by typing "BANG" fast enough to shoot rabbits, ford rivers that may or may not sweep your supplies away, and watch helplessly as half your party gets sick from bad water. It’s brutal, but weirdly addictive.

Funny how a game meant to teach kids about pioneer life ends up being mostly about managing failure. Still, there’s something satisfying about finally making it to Oregon after your third attempt, even if everyone’s dead except one kid named Jimmy. If you’ve got a soft spot for retro edutainment that doesn’t pull punches, this is the one.

Each game uses different controls, most DOS games use the keyboard arrows. Some will use the mouse , "Alt" ,"Enter" and "Space bar".