Only 100 years ago, transcontinental transportation was principally by rail. The Yellowstone Trail was one of several initiatives to establish routes for crossing the country by automobile. Over the past few days I took a ride along what used to be the Yellowstone Trail as it crossed Wisconsin and I took in some history along the way. What I found is probably pretty typical of what went down in other states. Along the way I made some interesting stops and explored stuff that ranged from a regular pit stop for Al Capone when he traveled to one of his hideouts, a shoot-out between draft dodgers and a Marshal's posse, and a small town boy that designed Cray supercomputers. I'll also cover some history about early highway initiatives and what it took to "get out of the mud". You are welcome to ride along and take in some of the history and stories that are part of the trip.