Explore the best rated trails in Cumberland, KY, whether you're looking for an easy walking trail or a bike trail like the Guest River Gorge Trail and Pennington Gap Greenway . With more than 15 trails covering 102 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
Just finished doing the trail from Mendota to Bristol and back. 25 miles. This is DEFINITELY the direction to take if doing a round trip ride. First 9+ miles from Mendota end are steady up hill. It’s a grunt! Once up to the top though it’s a fun coating ride to Bristol. This way on return it’s only 3 miles uphill and then 9.5 down mostly. Would’ve been much tougher starting in Bristol. Trail is a shaded mix of gravel, dirt, grass and even pavement. It’s all fine but not all a glassy paved ride. Excellent trail!!!
A few soft sandy spots where the trail has had fresh crushed gravel brought in, but a nice easy ride. 2 first time riders, 2 mediocre riders, 2 kid trailers. Visitor center is very nice
Sign at entrance says high amount of bears in area but did not see any on ride. Did see Buffalo, white cows, goats, turkeys, a quarry. Trail just kinda ends in the grass. Lots to see along the way
Rode this trail to the end and back today on our pedal assist e-bikes. I can’t say enough about how great it is. Well marked and maintained parking. Well maintained trail too — the USFS has come in and cleared the trail of trees from Helene so it is rideable. But the best part is how absolutely gorgeous this gorge is. Towering limestone cliffs! Waterfalls! A designated Scenic River that I want to come back and swim in! It truly rivals the Virginia Creeper Trail (upper part before Helene) and is easy on an e-bike. Uncrowded too. I think we saw a total of 18 people all day today and two of them worked for the USFS. Highly recommend! before Helene ¿¿
Trail is immaculate compared to most. Rode it mid March and you could see all the work that’s been done in the last few months. It takes a minute to get to the Mendota trailhead but it’s worth the beautiful drive if you have the time. Not to say starting in Bristol is bad because it isn’t. If you haven’t been yet then put it on your list.
Rode from Hagerhill to Tip Top Tunnel. The tunnel is closed but did get to go through a shorter tunnel at about the midway point. Trail is asphalt all the way. Several trailheads and rest areas along the way. Rode it in Late October…colors were gorgeous!! All in all a great ride.
Mendota trail weaves with the water and a local gravel road starting from Mendota. Trail Signage was great and will guide you! Water access at varying points as was useful for my Australian Shepherd to cool down. Multiple benches and picnic tables available. Great trail!
Got to see the buffalo (plus). Nice shady ride Parked at visitor center and rode both ways and back. Rode 14 miles total.
We rode almost 18 miles out-and-back -- starting at Archer Park, down to David, back up to Hawkins Ave, then returned to Archer. (The trail connector access at Archer Park is behind the veteran memorial with all the flags and adjacent to the dog park.) Trail was in excellent shape, extremely well-built and well-drained, with lots of shade. Be sure to stop at EKY Fair Bar just before David and get a cold drink or ice cream. The trail is very community-oriented, which we also appreciated. Dinner at Lizzie B's afterwards hit on all cylinders!
We rode 45 miles, out-and-back from Jenny's Creek TH to Tip Top Tunnel. Loved the newly-paved surface. Dogs were well-behaved, scenery gorgeous, and Gun Creek Tunnel always a treat. Only wish that Griffith Family Farm was open on Sundays (but we get that!). Did stop at the old general store in Royalton for cold drinks and ice cream. Hope they open Tip Top or do a re-route one day and pave the rest of the trail.
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