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I'm planning a road trip through Kentucky and would love any tips and or suggestions. :)
Although I'm mostly unfamiliar with Kentucky, I am a big fan of Moonlite B-B-Q in Owensboro. Chopped mutton, banana cream pie ... good times!
the bourbon trail! there are distilleries all around the state, though mostly in the northwestern part around Louisville & Lexington. visit the smaller, local distilleries too. keeneland & churchill downs for horse races. mammoth cave national park. the random life-sized noah's ark near lexington. muhammad ali musuem in louisville. it really is a beautiful state to drive around. i lived in louisville for 4 years so happy to give more recs.
Definitely the Bourbon Trail and Churchill Downs.
If you have kids who play Pokémon Go remembering to stop at rest areas is helpful. I may also suggest the bluegrass mall in Simpsonville KY. Parents can do shopping & kids can play Pokémon.