Beginner Off-Road Trails Near Prestonsburg, Kentucky

Decoy-Magoffin Loop

As with many trails in the under-development system that will become Eastern Kentucky's expansive off-road trail offerings, this route is a DIY adventure created by locals that know these mountains like the backs of their…
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Total Miles
27.4
Tech Rating
3 Easy
Best Time
Sp / Su / Fa / Wi

Trail 23 - Flatwoods Road

Trail 23 is the main artery for the Dorton/Flatwoods Area of the new Pike County Hillbilly Trails System. Trail 23 is a wide, graded dirt and gravel access road for an array of utilities and…
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Total Miles
4.1
Tech Rating
2 Easy
Best Time
Sp / Su / Fa / Wi

Wade Adkins Branch Road

This trail is Easy/Medium. We started on a paved road then it turned to dirt. As we went farther the trail was more off-road and we came across some water crossings, hills, mud and woods…
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Total Miles
12.7
Tech Rating
3 Easy
Best Time
Su

Myers Fork Road

A very scenic paved back road. This road will take you down and in between many trails in the area. This road is also part of the Daniel Boone Backcountry Byway. A fantastic set of…
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Total Miles
11
Tech Rating
1 Easy
Best Time
Sp / Su / Fa / Wi

Old Fincastle/Big Andy Ridge

This is an awesome scenic trail. You can skip the Old Fincastle section if you just want an easy drive through the Red River Gorge.
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Total Miles
13.5
Tech Rating
3 Easy
Best Time
Sp / Su / Fa / Wi

Bearwallow Trail

Trails differ in skill level from blue and green to black and double black diamond. Very friendly for beginners/stock enthusiasts after their first badge. The double black diamond look to be a bit rough. I…
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Total Miles
4
Tech Rating
3 Easy
Best Time
Fa

Trail 10

You can expect a nice easy cruise up the mountain. It is a fairly gradual grade increase with occasional sections of loose rocks along the way. During the fall it seemed as though the trail…
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Total Miles
2
Tech Rating
1 Easy
Best Time
Sp / Su / Fa