HunchBluntley: The version(s?) of The Oregon Trail video game which I've played were not about the "Wild West", settling or otherwise. The original games were more or less edutainment titles (this seems to apply to this remake, as well). By design, these are not games about dusty desert boom towns, train/bank/stagecoach robberies, desperado gangs and bounty hunters, murder and revenge, or any of the other common Western genre tropes.
The early years of the actual Oregon Trail (the early 1840s) were a solid 15 years before the beginning of the period in which most Wild West stories take place. At that time, the vast majority of the interior of the Western U.S. was inhabited only by indigenous peoples (so, no train or stagecoach lines, no (white) towns, farms/ranches or mines, no cowboys herding cattle, and very few bandits [because what or who would they rob?]). Unless you're counting hunting or being attacked by wild animals, the only violence which a trans-continental wagon caravan of settlers was likely to encounter would be attacks from natives trying to ward off incursions into their territories, or intra-party disagreements turned sour -- and I don't remember whether either of those latter two possibilities was represented in the earlier games. (The original primary audience was schoolchildren, remember.)

You'll notice that the DLC for this game (groan) is set in 1867, which is within the early years of what tends to get classed as the Wild West period. Even there, though, it doesn't look to be focused on violence (and it would be weird if it was, given the intent and presumed target audience of the base game).

kai2: ... I'm not a big fan of the art style (I always hoped the series would become more "realistic" instead of more cartoony / abstract) and hoped the entire project had been geared more toward adults who played the Oregon Trail games as children, but... looks like it's pretty close to what came before and won't be a "Wagon Train Dynasty." ;)

TheBigCore: Let's hope GOG doesn't die of dysentery....