Kentucky Trail Guides

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Angel Windows Trail

📍 Red River Gorge Geological Area, Stanton, KY

Easy 📏 0.8 out-and-back

Easy hiking trail near Red River Gorge Geological Area, KY. 0.8 mi, 120 ft gain, out-and-back route on dirt surface.…

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Anglin Falls: The Most Beautiful Waterfall in Estill County

Moderate 📏 3.4 miles

Anglin Falls drops 60 feet in a spectacular horseshoe-shaped plunge on Anglin Creek in Estill County — one of the most b…

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Auxier Ridge Trail

📍 Red River Gorge Geological Area, Stanton, KY

Moderate 📏 5.2 out-and-back

Moderate hiking trail near Red River Gorge Geological Area, KY. 5.2 mi, 680 ft gain, out-and-back route on dirt surface.…

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Auxier Ridge Trail — Red River Gorge, Kentucky

📍 Powell County, KY (Red River Gorge)

Moderate 📏 4.2 miles Loop

Red River Gorge's signature ridge walk threads between ancient sandstone arches and sky bridges above a wilderness canyo…

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Bad Branch Falls Trail — Whitesburg, Kentucky

📍 Whitesburg, KY

Hard 📏 4.0 miles Out-and-back

Few trails in Kentucky rival the drama of Bad Branch Falls Trail — a 4.0-mile route through geological spectacle that ha…

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Bad Branch Falls: A Wilderness Plunge in Letcher County

Hard 📏 6.0 miles

Bad Branch Falls plunges 60 feet into a wilderness gorge in the Bad Branch State Nature Preserve of Letcher County — the…

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Barren River Lake Trail

📍 Barren River Lake State Resort Park, Lucas, KY

Easy 📏 5.4 loop

Easy hiking trail near Barren River Lake State Resort Park, KY. 5.4 mi, 280 ft gain, loop route on dirt surface.…

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Big South Fork Overlook Trail

📍 Big South Fork NRRA, Oneida, KY

Difficult 📏 5.8 out-and-back

Difficult hiking trail near Big South Fork NRRA, KY. 5.8 mi, 720 ft gain, out-and-back route on dirt surface.…

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Boone Trace Trail

📍 Cumberland Gap National Historical Park, Middlesboro, KY

Moderate 📏 6.0 out-and-back

Moderate hiking trail near Cumberland Gap National Historical Park, KY. 6.0 mi, 680 ft gain, out-and-back route on dirt …

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Breaks Interstate Park Loop — Breaks, Kentucky

📍 Breaks, KY

Moderate 📏 4.0 miles Loop

Few trails in Kentucky rival the drama of Breaks Interstate Park Loop — a 4.0-mile route through geological spectacle th…

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Breaks Interstate Park Overlook Trail

📍 Breaks Interstate Park, Breaks, KY

Moderate 📏 3.2 loop

Moderate hiking trail near Breaks Interstate Park, KY. 3.2 mi, 480 ft gain, loop route on dirt surface.…

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Broke Leg Falls: A Pioneer-Named Plunge in Bath County

Moderate 📏 4.2 miles

Broke Leg Falls drops 60 feet into a secluded gorge on Broke Leg Creek in Bath County — named from a pioneer-era acciden…

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Cane Creek Falls: A Scenic Slide Waterfall Near Williamsburg

Moderate 📏 2.6 miles

Cane Creek Falls slides over a broad sandstone ledge in the Daniel Boone National Forest near Williamsburg — a beautiful…

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Carter Caves Loop Trail — Olive Hill, Kentucky

📍 Olive Hill, KY

Moderate 📏 5.5 miles Loop

Few trails in Kentucky rival the drama of Carter Caves Loop Trail — a 5.5-mile route through geological spectacle that h…

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Carter Caves Natural Bridge Trail

📍 Carter Caves State Resort Park, Olive Hill, KY

Moderate 📏 3.0 loop

Moderate hiking trail near Carter Caves State Resort Park, KY. 3.0 mi, 380 ft gain, loop route on dirt surface.…

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Cedar Sink Trail

📍 Mammoth Cave National Park, Mammoth Cave, KY

Moderate 📏 3.8 loop

Moderate hiking trail near Mammoth Cave National Park, KY. 3.8 mi, 350 ft gain, loop route on dirt surface.…

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Chained Rock Trail

📍 Pine Mountain State Resort Park, Pineville, KY

Moderate 📏 1.6 out-and-back

Moderate hiking trail near Pine Mountain State Resort Park, KY. 1.6 mi, 300 ft gain, out-and-back route on dirt surface.…

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Clifty Wilderness Loop

📍 Daniel Boone National Forest, Stanton, KY

Difficult 📏 7.6 loop

Difficult hiking trail near Daniel Boone National Forest, KY. 7.6 mi, 820 ft gain, loop route on dirt surface.…

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Courthouse Rock Trail

📍 Red River Gorge Geological Area, Stanton, KY

Easy 📏 1.8 out-and-back

Easy hiking trail near Red River Gorge Geological Area, KY. 1.8 mi, 250 ft gain, out-and-back route on dirt surface.…

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Cumberland Falls Trail

📍 Cumberland Falls State Resort Park, Corbin, KY

Easy 📏 3.4 loop

Easy hiking trail near Cumberland Falls State Resort Park, KY. 3.4 mi, 280 ft gain, loop route on dirt surface.…

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Cumberland Falls Trail — Corbin, Kentucky

📍 Corbin, KY

Moderate 📏 4.0 miles Out-and-back

Few trails in Kentucky rival the drama of Cumberland Falls Trail — a 4.0-mile route through geological spectacle that ha…

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Cumberland Falls: The Niagara of the South

Easy 📏 1.8 miles

Cumberland Falls thunders 68 feet wide and 60 feet tall across the Cumberland River in McCreary County — the only waterf…

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Daniel Boone National Forest: Sheltowee Trace — Morehead, Kentucky

📍 Morehead, KY

Hard 📏 8.0 miles Out-and-back

Hidden deep in the woods of Kentucky, Daniel Boone National Forest: Sheltowee Trace offers 8.0 miles of classic American…

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Dog Slaughter Falls: A Perfect Swimming Hole in Daniel Boone National Forest

Moderate 📏 3.0 miles

Dog Slaughter Falls is a beloved 15-foot cascade and swimming hole on Dog Slaughter Creek in Daniel Boone National Fores…

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Double Arch Trail

📍 Red River Gorge Geological Area, Stanton, KY

Easy 📏 0.6 out-and-back

Easy hiking trail near Red River Gorge Geological Area, KY. 0.6 mi, 80 ft gain, out-and-back route on dirt surface.…

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Eagle Falls Trail

📍 Cumberland Falls State Resort Park, Corbin, KY

Moderate 📏 2.2 out-and-back

Moderate hiking trail near Cumberland Falls State Resort Park, KY. 2.2 mi, 340 ft gain, out-and-back route on dirt surfa…

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First Creek Lake Trail

📍 Land Between the Lakes, Grand Rivers, KY

Easy 📏 4.4 loop

Easy hiking trail near Land Between the Lakes, KY. 4.4 mi, 180 ft gain, loop route on dirt surface.…

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Flat Lick Falls: A Family-Friendly Cascade in Laurel County

Easy 📏 1.8 miles

Flat Lick Falls is a picturesque 15-foot waterfall on Flat Lick Creek in Laurel County — an easy, family-friendly hike t…

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Gray's Arch Trail

📍 Red River Gorge Geological Area, Stanton, KY

Moderate 📏 4.6 out-and-back

Moderate hiking trail near Red River Gorge Geological Area, KY. 4.6 mi, 520 ft gain, out-and-back route on dirt surface.…

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Hemlock Garden Trail

📍 Natural Bridge State Resort Park, Slade, KY

Easy 📏 1.4 loop

Easy hiking trail near Natural Bridge State Resort Park, KY. 1.4 mi, 120 ft gain, loop route on dirt surface.…

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Honker Lake Loop

📍 Land Between the Lakes, Dover, KY

Easy 📏 5.6 loop

Easy hiking trail near Land Between the Lakes, KY. 5.6 mi, 220 ft gain, loop route on dirt surface.…

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Kentucky River Palisades Trail

📍 Fort Boonesborough State Park, Richmond, KY

Moderate 📏 4.2 loop

Moderate hiking trail near Fort Boonesborough State Park, KY. 4.2 mi, 340 ft gain, loop route on dirt surface.…

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Laurel Gorge Falls: Hidden Cascades in the Carter Caves Region

Moderate 📏 4.4 miles

A series of cascades tumbles through the hemlock-draped Laurel Gorge near Carter Caves in Carter County — one of northea…

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Mammoth Cave Historic Tour Trail

📍 Mammoth Cave National Park, Mammoth Cave, KY

Easy 📏 2.0 loop

Easy hiking trail near Mammoth Cave National Park, KY. 2.0 mi, 80 ft gain, loop route on gravel surface.…

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Natural Arch Scenic Area — Whitley City, Kentucky

📍 Whitley City, KY

Moderate 📏 3.0 miles Loop

Few trails in Kentucky rival the drama of Natural Arch Scenic Area — a 3.0-mile route through geological spectacle that …

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Natural Bridge Loop — Slade, Kentucky

📍 Natural Bridge State Resort Park, Slade, KY

Moderate 📏 2.2 miles Loop

Few trails in Kentucky rival the drama of Natural Bridge Loop — a 2.2-mile route through geological spectacle that has b…

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Natural Bridge Trail

📍 Natural Bridge State Resort Park, Slade, KY

Moderate 📏 3.2 loop

Moderate hiking trail near Natural Bridge State Resort Park, KY. 3.2 mi, 480 ft gain, loop route on dirt surface.…

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Olympia Falls Trail

📍 Morehead, KY

Moderate 📏 3.6 out-and-back

Moderate hiking trail near Morehead, KY. 3.6 mi, 410 ft gain, out-and-back route on dirt surface.…

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Pinnacle Overlook Trail

📍 Cumberland Gap National Historical Park, Middlesboro, KY

Moderate 📏 4.0 out-and-back

Moderate hiking trail near Cumberland Gap National Historical Park, KY. 4.0 mi, 820 ft gain, out-and-back route on paved…

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Princess Arch Trail

📍 Red River Gorge Geological Area, Stanton, KY

Easy 📏 2.8 loop

Easy hiking trail near Red River Gorge Geological Area, KY. 2.8 mi, 310 ft gain, loop route on dirt surface.…

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Princess Falls: A Secluded Cascade on Jellico Creek

Easy 📏 1.4 miles

Princess Falls is a slender 15-foot cascade on Jellico Creek in the Daniel Boone National Forest near Cumberland Falls —…

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Raven Run Nature Sanctuary Loop

📍 Raven Run Nature Sanctuary, Lexington, KY

Moderate 📏 4.8 loop

Moderate hiking trail near Raven Run Nature Sanctuary, KY. 4.8 mi, 420 ft gain, loop route on dirt surface.…

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Raven Run Rim Trail — Lexington, Kentucky

📍 Lexington, KY

Moderate 📏 4.5 miles Loop

Hidden deep in the woods of Kentucky, Raven Run Rim Trail offers 4.5 miles of classic American forest hiking along terra…

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Red River Gorge: Rock Bridge Loop — Slade, Kentucky

📍 Red River Gorge Geological Area, Slade, KY

Moderate 📏 4.5 miles Loop

Few trails in Kentucky rival the drama of Red River Gorge: Rock Bridge Loop — a 4.5-mile route through geological specta…

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Rock Bridge Trail

📍 Red River Gorge Geological Area, Stanton, KY

Easy 📏 1.8 loop

Easy hiking trail near Red River Gorge Geological Area, KY. 1.8 mi, 200 ft gain, loop route on dirt surface.…

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Sheltowee Trace — Yahoo Falls

📍 Big South Fork NRRA, Whitley City, KY

Moderate 📏 3.6 loop

Moderate hiking trail near Big South Fork NRRA, KY. 3.6 mi, 310 ft gain, loop route on dirt surface.…

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Slave Falls Loop

📍 Big South Fork NRRA, Whitley City, KY

Difficult 📏 8.2 loop

Difficult hiking trail near Big South Fork NRRA, KY. 8.2 mi, 900 ft gain, loop route on dirt surface.…

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Smoky Bridge Trail

📍 Carter Caves State Resort Park, Olive Hill, KY

Moderate 📏 2.4 out-and-back

Moderate hiking trail near Carter Caves State Resort Park, KY. 2.4 mi, 290 ft gain, out-and-back route on dirt surface.…

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Tight Hollow Trail

📍 Red River Gorge Geological Area, Stanton, KY

Moderate 📏 4.0 loop

Moderate hiking trail near Red River Gorge Geological Area, KY. 4.0 mi, 560 ft gain, loop route on dirt surface.…

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Yahoo Falls: The Tallest Waterfall in Kentucky

Moderate 📏 3.6 miles

Yahoo Falls drops 113 feet from a massive sandstone overhang in Big South Fork National River and Recreation Area — maki…

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Barren River Greenway

📍 Bowling Green, KY

Easy 📏 16.0 out-and-back

Easy biking trail near Bowling Green, KY. 16.0 mi, 140 ft gain, out-and-back route on paved surface.…

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Bernheim Forest MTB — Clermont, Kentucky

📍 Clermont, KY

Moderate 📏 12.0 miles Loop

Bernheim Forest MTB is one of Kentucky's premier mountain biking destinations, serving up 12.0 miles of purpose-built si…

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Bluegrass Trail System

📍 Lexington, KY

Easy 📏 30.0 loop

Easy biking trail near Lexington, KY. 30.0 mi, 380 ft gain, loop route on paved surface.…

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Breaks Interstate Park Gravel Grind

📍 Breaks Interstate Park, Breaks, KY

Difficult 📏 14.0 loop

Difficult biking trail near Breaks Interstate Park, KY. 14.0 mi, 980 ft gain, loop route on gravel surface.…

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Carter Caves MTB Connector

📍 Carter Caves State Resort Park, Olive Hill, KY

Moderate 📏 7.0 loop

Moderate biking trail near Carter Caves State Resort Park, KY. 7.0 mi, 360 ft gain, loop route on dirt surface.…

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Cumberland River Trail

📍 Cumberland Falls State Resort Park, Corbin, KY

Moderate 📏 10.0 out-and-back

Moderate biking trail near Cumberland Falls State Resort Park, KY. 10.0 mi, 480 ft gain, out-and-back route on dirt surf…

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Dawkins Line Rail Trail

📍 Prestonsburg, KY

Easy 📏 18.0 out-and-back

Easy biking trail near Prestonsburg, KY. 18.0 mi, 480 ft gain, out-and-back route on gravel surface.…

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Green River Bike Trail

📍 Mammoth Cave National Park, Brownsville, KY

Easy 📏 20.0 out-and-back

Easy biking trail near Mammoth Cave National Park, KY. 20.0 mi, 280 ft gain, out-and-back route on paved surface.…

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Kincaid Lake MTB Loop

📍 Kincaid Lake State Park, Falmouth, KY

Moderate 📏 9.0 loop

Moderate biking trail near Kincaid Lake State Park, KY. 9.0 mi, 480 ft gain, loop route on dirt surface.…

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Land Between the Lakes Canal Loop

📍 Land Between the Lakes, Grand Rivers, KY

Easy 📏 25.0 loop

Easy biking trail near Land Between the Lakes, KY. 25.0 mi, 380 ft gain, loop route on gravel surface.…

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Mammoth Cave Bike Loop

📍 Mammoth Cave National Park, Mammoth Cave, KY

Easy 📏 13.0 loop

Easy biking trail near Mammoth Cave National Park, KY. 13.0 mi, 320 ft gain, loop route on paved surface.…

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Mine Made Adventure Park — Highwall Trail

📍 Belfry, KY

Difficult 📏 18.0 loop

Difficult biking trail near Belfry, KY. 18.0 mi, 1,200 ft gain, loop route on dirt surface.…

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Morehead Singletrack — Cave Run Lake

📍 Cave Run Lake, Morehead, KY

Difficult 📏 15.0 loop

Difficult biking trail near Cave Run Lake, KY. 15.0 mi, 920 ft gain, loop route on dirt surface.…

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Natural Bridge Biking Loop

📍 Natural Bridge State Resort Park, Slade, KY

Moderate 📏 8.0 loop

Moderate biking trail near Natural Bridge State Resort Park, KY. 8.0 mi, 540 ft gain, loop route on dirt surface.…

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Otter Creek Park MTB

📍 Louisville, KY

Moderate 📏 20.0 loop

Moderate biking trail near Louisville, KY. 20.0 mi, 580 ft gain, loop route on dirt surface.…

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Pennyrile Forest MTB Loop

📍 Pennyrile Forest State Resort Park, Dawson Springs, KY

Moderate 📏 8.0 loop

Moderate biking trail near Pennyrile Forest State Resort Park, KY. 8.0 mi, 420 ft gain, loop route on dirt surface.…

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Pine Mountain Trail Gravel Ride

📍 Pineville, KY

Difficult 📏 18.0 loop

Difficult biking trail near Pineville, KY. 18.0 mi, 1,100 ft gain, loop route on gravel surface.…

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Quiet Trails State Nature Preserve

📍 Hardinsburg, KY

Easy 📏 6.0 loop

Easy biking trail near Hardinsburg, KY. 6.0 mi, 240 ft gain, loop route on dirt surface.…

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Red River Gorge Scenic Byway Ride

📍 Stanton, KY

Moderate 📏 22.0 loop

Moderate biking trail near Stanton, KY. 22.0 mi, 840 ft gain, loop route on paved surface.…

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Taylorsville Lake MTB Trails

📍 Taylorsville Lake State Park, Taylorsville, KY

Moderate 📏 12.0 loop

Moderate biking trail near Taylorsville Lake State Park, KY. 12.0 mi, 680 ft gain, loop route on dirt surface.…

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Terrapin Hill MTB

📍 Harrodsburg, KY

Moderate 📏 12.0 loop

Moderate biking trail near Harrodsburg, KY. 12.0 mi, 620 ft gain, loop route on dirt surface.…

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