Vulcan Drifter Riders

So I've decided that this year I will fill in some of the blanks on my US Riding Map.

I am researching each state, looking for a memorable point of interest. My objective is to find interesting destinations in states I don't know a lot about and hold a preconceived notion that the middle of the country is flat and boring. I'm willing to have my opinion swayed.

I want to keep the total miles to Billings at about 3,500 because I have 6 days to get out there.

Right now it looks like I can pick up the following 8 states: KY, MS, AK, MO, OK, KS, NE & CO.
So far I have two waypoints picked.