Wilderness Road Trail


12 Reviews

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Wilderness Road Trail Facts

States: Virginia
Counties: Lee
Length: 8.5 miles
Trail end points: Old Wilderness Road/US 58 (TN-VA state line) and Daniel Boone Trail Rd./US 58 (near Ewing)
Trail surfaces: Crushed Stone
Trail category: Rail-Trail
ID: 6068510

Wilderness Road Trail Description

History runs deep along the Wilderness Road Trail, which roughly follows a path carved by Daniel Boone in April 1775. The path later became a route on the Louisville and Nashville Railroad before finally being converted to a rail-trail that stretches from a national historic park to a state park.

At the western trailhead in Cumberland Gap National Historic Park, the Wilderness Road Trail connects to the 1.6-mile Boone Trail, which connects to a larger trail system that continues through the Cumberland Gap. Just beyond the trailhead in Cumberland Gap National Historic Park, you might catch a glimpse of impressive buffalo grazing in a privately owned, fenced area.

The first 2 miles run right next to US 58. Although this sounds unpleasant, you are separated from vehicles and there is something soothing about riding through forsythia toward forest and farmland. After this stretch, the trail backs into a quiet and much more scenic area behind a veil of trees, although the path still parallels US 58 until the trail's terminus just west of Ewing.

Once it retreats from the road, the trail meanders through nearly 7 miles of picturesque farmland, complete with bright white fences and grazing cattle. The route is dotted with quaint homes, barns and silos, and the impressive Cumberland Mountain serves as a backdrop to this idyllic landscape.

Wilderness Road State Park hosts reenactments and living history events throughout the year. The Joseph Martin House, located in the park and next to the trail, offers restrooms, a gift shop and local history exhibits. There is a user fee to enter the park.

Parking and Trail Access

To reach the westernmost trailhead in Cumberland Gap, head west from Bristol on US 58. Continue past the Heart of Appalachia Gazebo trailhead and paved parking lot on your right, which is about 4 miles west of Wilderness Road State Park. Continue west on US 58, and after another 2 miles, reach the trail's start point, where you'll find limited roadside parking.

If you're coming from the west on US 58, the trailhead is about 1 mile east of the intersection of US 58 and US 25E.

The easternmost trailhead is also right off of US 58 at a paved parking lot about 3 miles west of Ewing. If you're heading west on US 58 from Bristol, you'll see a sign stating that Cumberland Gap is 10 miles away. The parking area is on the north side of US 58.

Wilderness Road Trail Reviews

One of our favorites

We road this trail with some friends today. Ages ranged from 47-71. It was a nice, cool, refreshing bike ride. Nice and straight with no hills. Favorite part was the old fort and the history we learned while there. One thing is that the map on this app is wrong as to where it begins and ends. We actually parked at the visitor center to the fort and road the trail because where the map shows it was not correct.

Very nice trail!

This is one of the best trails we have ever went on. It is a beautiful, flat, easy, shaded trail. SO much history. Stop at the park and check out the fort, they have people in there dressed up and making things. Very neat to see! There are picnic tables along the trail if you want to pack a lunch. There is also a buffalo viewing area. I can’t say enough good things about this trail. My group loved it!

Easy Trail

If you are in the area then load up the bikes and ride it. Pretty much flat trail that is for the most part shaded. Park at either end and ride out and back. Don’t forget to stop and see the visitor center and the homestead recreation and especially the buffalo

Very Nice!

I biked the entire trail today; both ways. One has to know a little bit about the history of the area to really appreciate this trail, but even if you are not a history buff, the scenery and farmland is well worth the ride. My only complaint is that there is no history of the old railroad itself to be found anywhere along the trail. There really needs to be a plaque/marker at each end of the trail telling they history of the old railroad grade. I saw


Cool ride with tree cover and bison viewing!

Really enjoyed this easy pastoral ride down shady tree covered trail. Parked at wilderness trail state park visitor center with welcoming staff, clean restrooms, and picnic tables in shade to relax after. Big bonus was seeing bisons and their 4 week old baby. Highly recommend.

Fall Ride

Trail surface is mostly ground gravel of cinder consistency . Larger gravel on the trail is near the visitor center and some of the road crossings . The section west of the Gibson Station parking lot is no longer maintained. I used my road bike with no issues except for slippage in a couple loose cinder , sandy areas. Overall this is a lovely trail with little traffic. Saw 10 or so hikers and no bikers, on a Saturday. I have been riding this trail for many years. There is lots of new activities to do in the park by the visitor center and new walking trails open . You could easily spend a day with the kids here .


Biked this trail from The Wilderness Trail State Park Visitors Center out East about 2 miles to the end then back and explored the reconstructed fort and Martin's Station. We then proceeded West for about 6.2 miles. All of this was well cared for trail. There are buffalo in one section on the trail and you can walk up steps to get close to their fenced field. We were cautioned by the ranger at the Visitors Center that the trail deteriorated once it left the State Park grounds. It certainly did. It ran right along route 58 and was over grown with weeds and a poor base. We turned around before reaching the National Park as riding beside the highway on a shifting base wasn't much fun. There are educational signs along the trail and we enjoyed learning about the history of the trail. The scenery is beautiful and we didn't meet another biker only a few walkers. It was a very nice stop on our way through the area.

Loose loose gravel

Road this today and unfortunately didn't make it past the part near the road that is way to Streep with the gravel. Ended up on my side with a slit in my shin and had to head back to the road and back to the car. Beautiful day but don't recommend this on a bike.

Nice fall ride

Rode the western end of the Wilderness Road Trail. It is mostly loose gravel. It is shared with horses so the hoof marks made the trail rougher. The trail runs parallel to the highway on this section. Not as scenic because of the highway noise. Also a bit hilly. Otherwise, a good trail to ride in the fall.

Decent trail, each section is different

I have not experienced the same problems that previous reviewers have mentioned, except a few dogs that are easily outrun, or squirted with a little water.
the best parking is at Daniel Boone Parking lot in Cumberland Gap. The Daniel Boone has nice restrooms and water and also some maps and info.
From here you can head west over the gap into Kentucky, or Northeast into Virginia.

Heading west the trail is smooth and fast for cyclocross bikes and mt. bikes. road bikes might slide around too much on the fine gravel/dirt surface. you can ride side by side.
if you head northeast you will have a couple miles of single track, perfect for cyclocross and mt.biking fun with a couple stream crossings on wooden bridges. Not too technical, just fun. When the trail comes to the highway it runs parallel to the highway for a couple miles and the rocks get bigger. Mt. bikes will fly here and cyclocross riders need to pay attention to the surface. once you get to the gazebo parking lot the trail is super smooth again and flat and fast. from here it is 6.4 miles to the northern end (another good parking lot.) I have covered this portion in under 22 minutes. You could ride a road bike here but cyclocross bikes are better.

It is pretty fast with a smooth hard surface and a very shallow grade when not completely flat. (averages 0.3% uphill heading north) Look out for horse manure since the horse people just don't care about anyone else. They never heard of horse diapers.
that's my only complaint.

Our first Rails to Trails bike ride/geocaching.

We rode our bikes on the multi-use trail a few weeks ago. I would have to say that we loved it and will be back when the weather gets cooler, still the ride was in the shade for most of the 8.3 miles that we rode. The trail is hard pack crusher mix gravel, and is soft in some places but no problem for a Mtn. bike or my beach cruiser with wide tires. It does get steeper and more difficult past Gibson Station about 4.5 miles from WRSP going to Cumberland Gap Park, which is as far as you can ride a bike. More geocaches are to be placed along the trail soon. Really a great trail for hiking or biking. Looks to be used mostly by horse riders, but we had the whole place to ourselves on a Sunday.

Rode the trail today

I'm pretty sure this was the most boring trail we have ever been on. My husband made the comment that after riding the Virginia Creeper Trail, it's hard to find another one that measures up. That being said, about 6 miles into this ride, the trail becomes rutted and like riding in wet sand. It was rough, rough riding that was not expected for a trail. It was so rutted out that we finally rode down and rode on the highway shoulder which was a much better ride, even on a mountain bike. After getting out of the rutted sand, we biked back onto the trail and continued back to the car. About 3-4 miles from the end, I was just taking my time doing some easy peddling, when out of the clear blue a Beagle Dog came barreling down off a bank after me, intent on having my ankle for lunch. Unbelievably I was able to outrun him until he gave up and went home. The ride from our home to the park was beyond sweet so it ended up being worth the trip specifically for the scenery. We would never make the trip back for the ride.

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