I did the Houston to Austin MS 150 this year. It was a pretty fun ride the first day is 101 miles depending what stadium you start from. The second day is 80 milesand a bit hilly if you take the Bechtal challenge route through the state parks. In my opinioin it wasn't that difficult. I usually ride 40+ miles almost daily with longer rides on the weekends. My wife also did the ride she thought it was a little difficult especially on the second day because of the hills, but her problem is she never climbs out of the saddle she did all those hills seated and some were a bit steep, but she finished. You should try the Bike to the Beach MS 150 October 1-2 from San Antonio to Corpus Christi. The thing with these rides is there are all kinds of people with diffrent fitness levels so you will never be alone. I will be pulling my daughter on a adams bike trailer on the BTTB MS150 so that will be a challenge for me since i have never done that long of a ride pulling her.