Cumberland Gap: On the Trail of Daniel Boone is a 100 mile trail located near Bristol, TN. The trail is primarily used for hiking and scenic driving and is accessible year-round.
I recently drove VA-58 from Cumberland Gap to just north of Bristol TN...absolutely gorgeous and dramatic mountain scenery. There are a couple state parks, plus the trails at Cumberland Gap NHP. I definitely need to come back when I have more time to spend hiking.