Educational software/hardware has long been a bit of a scam. As much fun as it was to shoot Injuns in Oregon Trail or sell lemonade with Lemonade Stand, I'm not exactly sure what it accomplished. I think computers have their place, but this idea that they could do for education what they did for business has never really come to fruition.
As someone involved in developing children's software in the mid to late 90s at The Learning Company, we designed games to match standards and tried to avoid multiple choice questions (which is really just one of the lowest levels of Bloom's Taxometry of Learning) and try to move up the hierarchy. The problem is that you really need some kind of intelligence to interpret a child's answers when you get into more sophisticated learning.
Early games that had more sophisticated problem solving like Rocky's Boots or open ending exploring like Millie's Math House got left behind as the things turned mass market and it became important for marketing purposes to put a year in a box.
Games like Lemonade stand teach lots of things having to do with running a business. Predict your sales, market your product, price your product appropriately. Some versions are more sophisticated than others.
Sure Oregon Trail doesn't handle issues when the players diverge from what would be expected behavior on the trail and in a classroom where you are leading a unit on the Oregon Trail teachers should be watching something about what the children are doing. But if you are just playing a game then sure play to win.
And young kids should be using chalk, crayons, and other tactile objects instead of spending too much time on computers. I remember letters from parents and teachers who used my products and it helped kids learn to read but I wouldn't use those programs as a substitute for a teacher but using computer programs and a good teacher are beneficial.