I loved playing The Oregon Trail 2 and setting up the Donner Party fiasco. Although it was hard to fuck up as badly as they did, normally you get through the pass before winter hits.
My understanding of the game (you’re talking the Windows 95 CD version of the game, right?) is it’s a special event if you go in the specific year they went.
Yes. Special event in the sense of you go at the specific time and are in the area at the time, the snowstorm that locked them in is there and you’ll get locked in too, yes! It’s not a popup or anything. If you leave when they left, unless you go really slow, you’ll usually get through the pass before winter hits.
Explanation: Dysentery, before the modern day, was an extremely common way to die, especially when drinking from uncertain water sources was involved. Also, it’s an infamously common way of dying in the early computer game “The Oregon Trail”.