The Best Trails in Kentucky (United States)

1,330 trails

(14)
Photo of Rose Hill, Virginia Photo of The Pinnacles - Berea College Forest Photo of Buttermilk Falls in Brandenburg, KY
  • Rose Hill, Virginia

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    Quad
    near Boons Path, Virginia (United States)
    Distance
    45.37mi
    Elevation +
    6946f
    TrailRank
    38
    Photo of Rose Hill, Virginia Photo of Rose Hill, Virginia Photo of Rose Hill, Virginia

    45 mile loop starting at Rose Hill, Virginia. Some of this loop is extreme. Sometimes there is an easy way around the rough stuff and sometimes there isn’t.

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  • near Bighill, Kentucky (United States)
    Distance
    3.61mi
    Elevation +
    1001f
    TrailRank
    38
    Photo of The Pinnacles - Berea College Forest Photo of The Pinnacles - Berea College Forest Photo of The Pinnacles - Berea College Forest

    Great trail system with multiple valley overlooks and interesting rock formations. Trails are well maintained hard pack surface, with good erosion control features. Overall the hiking is moderate with some steep climbs. ...

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  • near Eastwood Hills, Kentucky (United States)
    Distance
    3.82mi
    Elevation +
    262f
    TrailRank
    34
    Photo of Buttermilk Falls in Brandenburg, KY Photo of Buttermilk Falls in Brandenburg, KY Photo of Buttermilk Falls in Brandenburg, KY

    Starts out paved then trail thru woods. Green pin is start of paved section. Red pin is where our bus parked. This was my first hike with the Louisville Hiking Club. Most of group went out on a parallel path so they had ...

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  • Harlan KY Toyota SETO 10

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    Off Road
    near Evarts, Kentucky (United States)
    Distance
    21.89mi
    Elevation +
    5164f
    TrailRank
    33
    Photo of Harlan KY Toyota SETO 10 Photo of Harlan KY Toyota SETO 10 Photo of Harlan KY Toyota SETO 10

    Most of the trip was easy except for Lower Profanity. It was wet and slick. had to stack a few rocks but did not have to pull rope. If you try it you better be locked front and rear. Hopefully the video loaded.

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  • 164 bridge to Hardy

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    Kayak\/Canoe
    near Peedee, Kentucky (United States)
    Distance
    6.19nm
    Elevation +
    522f
    TrailRank
    32
    Photo of 164 bridge to Hardy Photo of 164 bridge to Hardy Photo of 164 bridge to Hardy

    Great trip with cave exploring!!!! Current was nice then found about 4 caves to explore that went pretty far back, saw a couple bats, then found a nice water fall. Great thanksgiving weekend paddle!

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  • Cave Run Lake - Caney Loop

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    Hiking
    near Cogswell, Kentucky (United States)
    Distance
    8.55mi
    Elevation +
    2677f
    TrailRank
    31
    Photo of Cave Run Lake - Caney Loop Photo of Cave Run Lake - Caney Loop Photo of Cave Run Lake - Caney Loop

    It is a up and down walk next to the lake and then in to the forest. Near the end we just wanted to get out before dark so we took a shortcut. If you wanted to finish it, you would go straight at the second fork. The one...

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  • Pinnacles in Berea College Forst

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    Hiking
    near Bighill, Kentucky (United States)
    Distance
    3.27mi
    Elevation +
    1263f
    TrailRank
    30
    Photo of Pinnacles in Berea College Forst Photo of Pinnacles in Berea College Forst Photo of Pinnacles in Berea College Forst

    The trails are not marked for the most part. It is still is very nice out there. The first part of the path didn't have the points needed to make it match the path but it is close. There are still more POIs out there. I ...

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  • Wildcat 1

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    Unspecified
    near Hazel Patch, Kentucky (United States)
    Distance
    16.43mi
    Elevation +
    951f
    TrailRank
    30
    Photo of Wildcat 1 Photo of Wildcat 1 Photo of Wildcat 1

    This is my track from Wildcat Offroad where you pay $15/person to ride their miles of offroad trails. I probably only drove 1/3 of the available trails in my Jeep Commander. Most riders are on OHVs, but also 4-wheelers, ...

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  • West fork of Clark's river

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    Kayak\/Canoe
    near Hicksville, Kentucky (United States)
    Distance
    8.82nm
    Elevation +
    0f
    TrailRank
    29
    Photo of West fork of Clark's river Photo of West fork of Clark's river Photo of West fork of Clark's river

    Nice stretch of the west fork of Clark's river. Good shade majority of trip. Current was good. Take out was a little rough due to mud from rain the day before, but all around a good trip.

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  • Floyds Fork canoe trail

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    Kayak\/Canoe
    near Eastwood, Kentucky (United States)
    Distance
    5.73nm
    Elevation +
    39f
    TrailRank
    26

    Nice paddle on floyds fork. Run at 150 - 800 cfs at taylorsville gauge. Above 800 is to dangerous for a new paddler on the water. Lots of little strainers to watch for. Use cation at taylorsville rd. It is log jammed and...

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  • Red River Gorge Backpacking Trip

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    Hiking
    near Pine Ridge, Kentucky (United States)
    Distance
    21.46mi
    Elevation +
    2894f
    TrailRank
    26

    3 Day backpacking trip in Red River Gorge, Kentucky We started at the Trail to the Suspension Bridge and headed south on the Sheltowee Trace Trail, then Koomer Ridge Trail, then Buck Trail. We camped on Hanson Ridge, ...

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  • Hinkleville - Paducah

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    Road Bike
    near Hinkleville, Kentucky (United States)
    Distance
    4.73mi
    Elevation +
    20f
    TrailRank
    26
    Photo of Hinkleville - Paducah Photo of Hinkleville - Paducah Photo of Hinkleville - Paducah

    Urban greenway. Mostly paved. Some gravel. Mostly sunny. Some trees. Completely flat. The orange line showing my path is very inaccurate. Shows me deviating wildly, which I only did at the ball fields near the trailhead ...

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  • Kayaking Dale Hollow

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    Kayak\/Canoe
    near Lillydale (historical), Tennessee (United States)
    Distance
    10.84nm
    Elevation +
    167f
    TrailRank
    25
    Photo of Kayaking Dale Hollow Photo of Kayaking Dale Hollow Photo of Kayaking Dale Hollow

    Start from the Ky State park ramp. Heading out to State line Island for the night. The next day its off to graveyard Island for some fishing and more more camping.

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  • The New Mitch McConnell Trail

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    Trail Running
    near Hollyvilla, Kentucky (United States)
    Distance
    10.08mi
    Elevation +
    4088f
    TrailRank
    23

    This is the updated bridal trail in the Paul Yost section of JMF. To sum it up in a couple of words... it is AWESOME. Smooth wide with short rolling hills and tight turns, interspersed with a couple of long hills nothing...

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  • Siltstone/Purple Heart

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    Hiking
    near Hollyvilla, Kentucky (United States)
    Distance
    4.22mi
    Elevation +
    600f
    TrailRank
    23
    Photo of Siltstone/Purple Heart Photo of Siltstone/Purple Heart

    The problem with this one that it is also a horse trail causing deep ruts in the trail itself. Also trail maintenance is poor. In spots the trail is overgrown and grass comes up to your knees. So spraying is a must.

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  • Flat woods/lower rd kelly mtn

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    Off Road
    near Elimer, Kentucky (United States)
    Distance
    30.03mi
    Elevation +
    4951f
    TrailRank
    23
    Photo of Flat woods/lower rd kelly mtn

    Leave from Dorton thru flatwoods, lower pigeon, back up to top to rock query, marshals branch back to Dorton

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  • Sedalia - Mayfield creek

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    Kayak\/Canoe
    near Sedalia, Kentucky (United States)
    Distance
    6.53nm
    Elevation +
    538f
    TrailRank
    23
    Photo of Sedalia - Mayfield creek Photo of Sedalia - Mayfield creek Photo of Sedalia - Mayfield creek

    Cold but great trip! Can only hit this trip after a hard rain the night before. Hit a log just right and sent we swimming. 48 degrees on this day ha.

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  • Gilbertsville

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    Road Bike
    near Gilbertsville, Kentucky (United States)
    Distance
    4.58mi
    Elevation +
    138f
    TrailRank
    23
    Photo of Gilbertsville Photo of Gilbertsville Photo of Gilbertsville

    From rear of lodge at Kentucky Dam Village State Park to Culvert City sign and back. Blacktop. Parallels US 62. One big hill. Pictures are lodge, view from lodge, hill going up during return.

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  • Eagles Point Backpacking

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    Hiking
    near Valeria, Kentucky (United States)
    Distance
    5.25mi
    Elevation +
    1125f
    TrailRank
    22

    Easy loop overnight of backpacking to one of the great views in RRG. Note the south section is very rough, and there is a serious climb to make the top of the lookout. Dangerous during snow or ice.

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  • Full Irquois Park Loop

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    Running
    near Kenwood, Kentucky (United States)
    Distance
    7.54mi
    Elevation +
    1135f
    TrailRank
    22

    Great run, long hills, decent speeds, with good amount of trails throughout, although this displays asphault track only....

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  • Scotts Gap Trailhead to High Knob

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    Trail Running
    near Medora, Kentucky (United States)
    Distance
    6.14mi
    Elevation +
    1490f
    TrailRank
    22

    Three distinct hills to climb and descend one at the beginning one in the middle and one at the turn around. Rocky Rooty hard but fun!

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  • Siltstone to High Knob

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    Trail Running
    near Hollyvilla, Kentucky (United States)
    Distance
    7.79mi
    Elevation +
    2218f
    TrailRank
    22

    Morning trail run with Brad Snyder. Ran from the Welcome center to High Knob on the siltstone. Was pretty chilly 40 degree weather but we warmed up quickly at the first hill.

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  • Flea Falls

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    Hiking
    near Kyrock, Kentucky (United States)
    Distance
    1.59mi
    Elevation +
    112f
    TrailRank
    22
    Photo of Flea Falls Photo of Flea Falls Photo of Flea Falls

    Flea Falls - no trail just follow your nose. Hard to find an access point so study maps. I started at the Onyx JobCorp site, but the next time I went, they said no, I couldn't use their land as a starting point. It is a ...

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