Kentucky is not so bad, some parts are cool, some suck. dmac66 is right on about the alcohol and weed there.
I'd be careful about camping out in the woods in some parts of Kentucky, especially Eastern KY. Lots of homegrown fields out there, and nobody is gonna be to happy to find someone camped out next to their pot field.
Headwound is right, Louisville is a pretty cool city. I've been there many times. Last time I was there was back in "07",I was living out of my car in the city for a week and had no problems. I was shocked at the changes on
Bardstown Rd, It was the first time I had been back to "Luval" since I was a kid. I used to go with my parents every summer as a kid and remember when Electric lady Land was the only thing that really stuck out in that neighborhood... "Holy shit, where'd all these hipsters come from?!" lol.
I did find one of the tunnels into the city's underground drainage systems, but I'm not gonna post the location and blow it up like that. You'll have to PM me if you need that info.