You can play around between here and Madison Indiana and stay entertained. Or, deal with the boring hour slab to get to the other side of town and go from there. At that point, I would recommend an even smaller 250 and trailer it a bit further to the real decent stuff these guys typically ride. There's a cincy area dual sport email group you can join over on advrider that will give you the best options. I've had drs and other dual sports over the years and just couldn't justify owning them while living here. Now that I'm getting back in to riding after a few years off, I am leaning more towards doing what I always wanted to do and get a track bike. I just don't like street riding like I used to, but with the kids wanting to ride along, I'll keep something decent for two up riding.