Hiking in Lexington, KY

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Displaying all 24 results within 100 miles
  1. Hike a section of the historic Trail of Tears on your way to the longest natural arch east of the Mississippi.

    Difficulty
    2 of 5 diamonds
    From Downtown
    222.2 miles
    Duration
  2. You’ve seen plenty of rainbows, but Cumberland Falls’ moonbow, which occurs each month during the full moon, is out of this world.

    Difficulty
    3 of 5 diamonds
    From Downtown
    83.5 miles
    Duration
    Give yourself a full day if you plan to go all the way to Cumberland Falls and back.
  3. Escape the Red River Gorge crowds with this off-the-beaten-path hike, which, if conditions are right, includes a detour to Hell’s Kitchen.

    Difficulty
    4 of 5 diamonds
    From Downtown
    50.1 miles
    Duration
    Difficult trail conditions mean you’ll need a full day to see Swift Camp Creek.
  4. This lengthy hike is the most challenging trail you can undertake in the Natural Bridge State Resort Park.

    Difficulty
    3 of 5 diamonds
    From Downtown
    46.2 miles
    Duration
  5. Rough Trail Loop delivers what its name promises, traversing along rolling terrain and challenging trails.

    Difficulty
    4 of 5 diamonds
    From Downtown
    48.5 miles
    Duration
    6 - 8 hours
  6. Looking for a big day hike with lots of ups and downs? The Siltstone Trail climbs a high ridge that wanders for miles over the deep Kentucky Forest.

    Difficulty
    3 of 5 diamonds
    From Downtown
    71.6 miles
    Duration
  7. Housed in the Bernheim Arboretum and Research Forest, this 13.3 mile trail is open hikers only and explores a steep, hilly mountainside.

    Difficulty
    3 of 5 diamonds
    From Downtown
    66.5 miles
    Duration
  8. The John Muir Trail is a 4.3 mile route that connects to Honey Creek Loop near Big South Fork National River and Recreation Area.

    Difficulty
    3 of 5 diamonds
    From Downtown
    111.8 miles
    Duration
    1 - 2 days
  9. Peppered with waterfalls, this hike is short and sweet but challenging enough to call it a workout.

    Difficulty
    2 of 5 diamonds
    From Downtown
    83.1 miles
    Duration
  10. This trail loop moves along a narrow, high ridge that pays off with stunning views of Sky Bridge and other overlooks.

    Difficulty
    2 of 5 diamonds
    From Downtown
    50.2 miles
    Duration
  11. A beautiful way to enjoy Mammoth Cave Park away from the crowds and the caves.

    Difficulty
    3 of 5 diamonds
    From Downtown
    108.7 miles
    Duration
  12. If you’re hunting vistas along the Red River Gorge, this is the trail for you. If you time it right, you’ll be able to see swaths of fall foliage or views filled with blossoms in the spring.

    Difficulty
    3 of 5 diamonds
    From Downtown
    45.1 miles
    Duration
  13. Looking to add some “Wow” into your life? Then the High Rock Loop is the ticket. A waterfall and spectacular views can be combined with rocky scrambles for a full day adventure.

    Difficulty
    3 of 5 diamonds
    From Downtown
    114.3 miles
    Duration
  14. Grab the stroller, the dog, and little sense of history and hit the path through Cadiz, Kentucky. Whether just passing through town or living steps away, everyone is sure to find something to do on the Cadiz Railroad Trail.

    Difficulty
    1 of 5 diamonds
    From Downtown
    202.2 miles
    Duration
    1-2.5 hours if you do an out and back of the whole trail
  15. With 2,600 acres to explore, Otter Creek Outdoor Recreation Area is the perfect place to spend a day or a weekend—and its namesake loop trail provides excellent views of it all.

    Difficulty
    2 of 5 diamonds
    From Downtown
    86.2 miles
    Duration
  16. Since 1875 when students at Berea College started celebrating “Mountain Day” by hiking in the area, The Pinnacles have been a destination spot for hikers all from all over Kentucky.

    Difficulty
    3 of 5 diamonds
    From Downtown
    35.8 miles
    Duration
  17. Hike among the giants of one of only 13 large old-growth tracts remaining in the eastern United States on the Lucy Braun Memorial Trail at Blanton Forest State Nature Preserve.

    Difficulty
    3 of 5 diamonds
    From Downtown
    100.8 miles
    Duration
  18. Grab your walking shoes and camera and head for the Honker Lake Trail, an easy loop trail that circumnavigates Honker Lake in the Land Between the Lakes National Recreation Area near Kuttawa, KY.

    Difficulty
    2 of 5 diamonds
    From Downtown
    211.4 miles
    Duration
  19. Looking for family-friendly fun to hike or possibly bike ride? The Central Hardwoods Scenic Trail was designed with families in mind, with smooth surfaces, gentle grades and plenty of wildlife sightings.

    Difficulty
    2 of 5 diamonds
    From Downtown
    216.2 miles
    Duration
  20. Over millions of years, the Russell Fork River cut a long gorge through the Pine Mountains of Appalachia, creating a little known natural wonder spanning parts of Eastern Kentucky and Southwestern Virginia.

    Difficulty
    3 of 5 diamonds
    From Downtown
    129.4 miles
    Duration
  21. Look up verdant in the dictionary and there could very well be a picture of Yahoo Falls, Kentucky. Located in the Big South Fork National Recreation Area this short hike is full of interesting features and it’s easy enough for the whole family.

    Difficulty
    2 of 5 diamonds
    From Downtown
    88.0 miles
    Duration
    1 hour or less.
  22. A local favorite, The Pilot Knob Trail features a brisk climb and spectacular views that can reach all the way to Lexington on a clear day.

    Difficulty
    3 of 5 diamonds
    From Downtown
    29.4 miles
    Duration
  23. Take a drive along scenic country roads and switch back up the mountain for great day of hiking at Breaks Interstate Park in Breaks, Kentucky, sometimes called the “Grand Canyon of the South.”

    Difficulty
    3 of 5 diamonds
    From Downtown
    129.4 miles
    Duration
    There is a patch of hiking along a steep embankment and a few rocky areas that require extra attention.
  24. Bird songs and flower scented breezes aren’t expected within 15 miles of most major metropolitan cities, but that’s exactly what can be found at the Horine Reservation at Jefferson Memorial Forest.

    Difficulty
    3 of 5 diamonds
    From Downtown
    70.4 miles
    Duration
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