The Sheltowee Trace trail is a 307 mile-long long distance backpacking trail. It runs through "Daniel Boone National Forest, Big South Fork NRRA, and Natural Bridge, Cumberland Falls, & Pickett State Parks in Kentucky and Tennessee," according to sheltoweetrace.com. But almost 100% of the trail is in Kentucky.
KY
http://www.tripleblaze.com/trail.php?c=3&i=3282