Carmen Sandiego was one of the most nostalgic games of my childhood, as it was so satisfying taking down each of Carmen's henchmen one by one. Though I never made it to Carmen.

But with Oregon Trail, I never even played it yet I heard so much about it! I mean it's considered freeware now I guess? Wouldn't know where to find it if so. Regardless, these two are very good old games that deserve a place here. And I would imagine bundling Carmen with "Where in Time" and several other sequels. Especially the sequel from the nineties that had "The Chief" from the game show give you the missions via FMV.