The Story of Oregon Trail
Jessica Lussenhop (via Jason Kottke):FORTY YEARS AND TEN iterations later, the Oregon Trail has sold over 65 million copies worldwide, becoming the most widely distributed educational game of all time. Market research done in 2006 found that almost 45 percent of parents with young children knew Oregon Trail, despite the fact that it largely disappeared from the market in the late ’90s.
I believe I first played it on an Apple IIe, which was challenging due to the linear arrow key arrangment.