I'm from Cincy, however, I ride Ky and IN all the time. All the roads in the river valley are pretty decent. I ride a lot in the fall for pretty long distances. I have posted on this site looking for people to ride with but no one seems really interested.
Give a shout, I've riden around Louisvlle before. Usually crash for the night down there though. You know, party a little.
Is Zena's Blues Bar still around?