Kentucky
Natural Bridge — Red River Gorge Geological Area
A 78-foot sandstone arch spanning the ridgeline above the Red River Gorge — one of the most iconic…
USA
Overlanding Trails in Kentucky
Trails curated for overlanders in Kentucky.
7 Trails
Moderate Most common difficulty
Dirt Most common surface
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All trails in Kentucky
Kentucky
Zilpo Campground — Cave Run Lake, Daniel Boone National Forest
Lakeside USFS campground on Cave Run Lake's eastern shore — one of the best-developed overnight stops in the…
Kentucky
Daniel Boone National Forest — Redbird District Road Corridor Dispersed Camp
Hardwood-hollow dispersed camping in the Kentucky Highlands along Forest Service roads in the Redbird Ranger District — remote,…
Kentucky
ModerateTrans-America Trail — Meridian to Lewisburg via the Ozark Plateau and Kentucky Highlands
Ozark clay to Appalachian ridgelines — the TAT's forgotten middle.
Kentucky
ModerateTrans-America Trail — Meridian to Clifton Forge via the Ozark Plateau and Missouri Highlands
TAT's quiet heartland: Ozark dirt to Allegheny rock.
Kentucky
ModerateGlade Road to Turkeyfoot Ridge — Daniel Boone National Forest Red River Gorge Backdoor via Tunnel Ridge Road
Sandstone rim driving above the Red River Gorge.
Kentucky
ModerateWilderness Road to Lonesome Pine Ridge — Daniel Boone National Forest Red River Gorge Backdoor via Sky Bridge Road
Sandstone arches and hollow roads deep in the gorge.
Kentucky
DifficultLonesome Highway — Centennial Mountains Owens Valley to Saline Valley via Waucoba Mountain
Coal country ridge grit deep in Appalachian hollows.
Kentucky
ModerateCumberland Gap Backcountry Road — Middlesboro to Virginia Line via Ridge Road and Pinnacle Overlook
Boone's Gap, still rough after 250 years.
Kentucky
DifficultLonesome Pine Trail — Big South Fork National River and Recreation Area
East's best canyon 4x4 country, no hype needed.