WOW! That is quite a feat to ride to each county and around the court house. Just looking up each court house could be a challenge.
How many Cleveland's are there in the USA? You can ride through Cleveland, MN in June when you come to STAR in La Crosse. It is about a 3hour ride from La Crosse. It is not too far from where I grew up, and we drive through sometimes when we go home. They have a great place to eat, Kokomo's Bar & Grill.
We now live in Owatonna, and that is the only city in the country named Owatonna. So I can say I have ridden through every city named Owatonna in the country and around the Court House many times, and have been in it many times. Never in hand cuffs.