There is a yearly ride across Iowa that I went on last year called RAGBRAI (Register's Annual Great Bike Ride Across Nebraska). It's a 7 day ride, about 60 miles a day, one of which is a century. It's lots of fun. Riders from all over the country do it. Lots of people form teams; just a bunch of friends and they have dumb slogans printed on jerseys or t-shirts. Stuff like, "Team Gets Wasted" or "Team Old Dudes". This past year, there was a team from Boston called "Team Shiftless" all on track bikes riding across Iowa, hills and all. I assume they all did OK.