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Best Long-Distance Hikes in Kentucky

The directory currently contains 6 quality-checked routes matching this guide in Kentucky. Their average mapped distance is 132 km and average recorded ascent is 1,593 m (5,226 ft); the longest route in the set is 389 km.

This subset represents 5% of the 119 quality-checked routes in Kentucky. Its average distance is 132 km, compared with 12.4 km across the full local set. Average recorded ascent is 1,593 m (5,226 ft), versus 233 m (764 ft) for all quality-checked routes in the same area.

These routes carry the long-distance tag. Total distance is shown for comparison; stage planning and accommodation require separate research. Within this set, 0 routes (0%) are rated easy, 5 (83%) are rated hard or expert, and 1 (17%) are recorded as loops. Ratings are computed from available distance and elevation data and do not establish current terrain or access.

Data refreshed September 2026

Choose by the details

How do these routes differ?

A closer look at the first 6 routes in this page’s default ordering. These comparisons describe this sample, not the entire destination or a field-tested recommendation.

Shortest mapped distance in this sample

0.5 km

Palisades Loop

Compare the climbing too; shortest does not necessarily mean easiest.

Lowest recorded ascent in this sample

31 m

Palisades Loop

6 of 6 have ascent data. Missing measurements are excluded.

Return logistics

1 recorded loop

Check start and finish for every option. An unknown shape does not mean a loop, and a loop does not establish access to its start.

Plan the return journey →

Distances follow stored route lines; ascent and time are estimates. Current access, surface and technical difficulty need separate checks. How to turn a comparison into a shortlist.

Trails

Expert

Kentucky · United States

Distance
389 km
/ 242 mi
Elevation gain
4,143 m
Typical duration
98 hr
  • Mountain
  • Long-distance path
Expert

Kentucky · United States

Distance
129 km
/ 80.3 mi
Elevation gain
1,987 m
Typical duration
33 hr
  • Mountain
  • Long-distance path
Expert

Kentucky · United States

Distance
91.1 km
/ 56.6 mi
Elevation gain
585 m
Typical duration
22 hr
  • Lake
  • Mountain
  • Forest
Geranium carolinianum, taken at the Kentucky River Palisades, Mercer County, KY, May 21 2016.
Moderate

Kentucky · United States

Distance
0.5 km
/ 0.3 mi
Elevation gain
31 m
Typical duration
8 min
  • Waterfall
  • Long-distance path

The shortlist, side by side

The ten highest scoring routes on this page, so you can compare effort before opening any of them.

Distance, ascent, walking time and difficulty for the top routes
RouteDistanceAscentTimeDifficultyBest season
Cumberland TrailKentucky389 km4,143 m98 hrExpertApril to October
Pine Mountain TrailKentucky129 km1,987 m33 hrExpertApril to October
Great Eastern Trail - Pine Mountain LinkKentucky95.9 km1,543 m24 hrExpertApril to October
North/South TrailKentucky91.1 km585 m22 hrExpertApril to October
Great Eastern Trail - Energy TrailKentucky84.2 km1,270 m21 hrExpertApril to October
Palisades LoopKentucky0.5 km31 m8 minModerateApril to October

Great Eastern Trail - Pine Mountain Link, Pine Mountain Trail, Cumberland Trail currently rank highest in this filtered set according to the directory score. Open an individual route to inspect its mapped line, elevation profile, data source and planning caveats. Check live access, conditions and local rules with an official source before travelling.

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