If you wanted to extend a Red River Gorge trip there's some interesting Civil War era stuff in Winchester and Lexington. Fort Boonesborough was rebuilt as a Civil War fort and they do history presentations and era accurate crafting demonstrations. They have a working blacksmith, a soap maker, that kind of thing. The Henry Clay Estate is interesting and the Cassius Clay Estate (the abolitionist, General, and Diplomat not the boxer) is great. There's also the Kentucky Horse Park and Keeneland. You will also be passing through the Bourbon Trail if you're driving down from Indiana and by Big Bone Lick if you're coming down 65.