I'm trying to decide whether or not to do this ride (and therefore request time off), since it's in my city. Anyone here done it? How was it? 25 miles, regardless of terrain, is doable. There's a 50-mile option. I can do 50 on relatively flat ground provided I eat. The route is described as "gently rolling." I haven't really ridden any hills since I moved. I could make dates with the trainer, I guess, but...