I live in Columbus, Indiana. Yes, we have some decent hills in Southern Indiana. When I try to venture out beyond my house, I always get on "Ride With GPS" and do searches around where I'm riding so I can see the roads that other cyclists are riding. We have a lot of "County Roads" that you'd think would be great (long, straight, etc.) but cars will do upwards of 50 or 60 mph on these roads so I try to avoid those types of roads (I presume other riders do too) so I think looking at Ride with GPS gives me a little bit of comfort that if other cyclists are using those routes its OK.

I've done a ride called the "Round Barn Ride" that took me through the Northern Part of the Hoosier Forest (and it had some really nice rural roads) so you might look for that one on Ride with GPS. I see a lot of bikers riding on Highway 46 (and it has nice wide shoulders in some places) but then again in other places it has narrow shoulders, and its really hilly and curvy and cars just FLY on it so I personally don't like to ride on 46. It's part of the route for Race Across America so its not undoable on a bike, I guess its just dependent upon your comfort level. There are nice roads that are more rural that can still get you across that area. The People Trail can help cut off part of that route cross 46, but not all of it.