After visiting Sycamore Shoals and Elizabethton I drove north to Bristol Tennessee to begin the 1st portion of the Wilderness Road. Upon leaving Bristol you are quickly in Virginia heading west towards the Cumberland Gap. The first portion of the Wilderness Road takes you through Virginia to the Cumberland Gap at the junction of the Tennessee, Kentucky, and Virginia state lines.
I made it to the Cumberland Gap National Historical Park (VA), and spent the night at the Cumberland Gap Wilderness Road Campground. The next morning I would start the drive through the Gap and on to the end of the Wilderness road at Fort Boonesborough near Lexington Kentucky.