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Southeastern Kentucky

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Gems in Southeastern Kentucky - 5

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gem Favorite Sunrise from Natural Bridge

Natural Bridge

(18) Campton, KY
gem Favorite Crack in the Rock

Crack in the Rock

(3) Stearns, KY
gem Favorite View from Twin Cliffs Overlook

Overlook

(1) unknown, unknown
gem Favorite View from inside the Sand Cave.

Sand Cave

(6) Loyall, KY
gem Favorite View of 715 dead in front with 77 veering off to the left, the Red River is just to the right of 715.

Tarr Ridge West Overlook

(5) Frenchburg, KY

Recommended Routes in Southeastern Kentucky - 29

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Favorite View of Chimney Top overlook from across the valley
Easy

Chimney Top Trail #235

0.6 mi 1.0 km 58' Up 17.57 m Up 58' Down 17.64 m Down

Frenchburg, KY
Favorite Sunrise from Natural Bridge
Difficult

Hood Branch Loop

4.0 mi 6.4 km 635' Up 193.52 m Up 614' Down 187.23 m Down

Campton, KY
Favorite View of Swift Camp Creek from the trail.
Intermediate/Difficult

Swift Camp Creek to Wildcat Trail Loop

5.3 mi 8.6 km 624' Up 190.21 m Up 625' Down 190.42 m Down

Campton, KY
Favorite Elevated wooden tread along the Sore Heel Trail
Intermediate/Difficult

Bald Rock Loop

4.5 mi 7.3 km 624' Up 190.2 m Up 625' Down 190.37 m Down

Beattyv…, KY
Favorite Enjoy panoramic views near the summit of Lily Mountain.
Intermediate/Difficult

Lily Mountain Nature Preserve

3.3 mi 5.2 km 658' Up 200.51 m Up 658' Down 200.55 m Down

Irvine, KY
Favorite An even-larger footbridge on the Daniel Boone Trail peaks Fido's interest.
Intermediate

Cumberland Gap Out-and-Back

6.0 mi 9.7 km 693' Up 211.13 m Up 693' Down 211.16 m Down

Middles…, KY
Favorite Cumberland Gap National Historical Park
Intermediate

Tri-State Peak Loop

3.0 mi 4.8 km 556' Up 169.55 m Up 572' Down 174.36 m Down

Middles…, KY
Favorite Chimney Top greets visitors from across the Sheltowee Trace on the Red River.
Difficult

Sheltowee - Osborne Loop

19.8 mi 31.9 km 2,474' Up 754.15 m Up 2,501' Down 762.45 m Down

Campton, KY
Favorite Buzz Worm Overlook along the Little Shepherd section of the Pine Mountain Trail
Difficult

Little Shepherd Trail

13.7 mi 22.0 km 2,144' Up 653.54 m Up 2,261' Down 689.29 m Down

Cumberland, KY

Southeastern Kentucky Hiking

  • 1,049 Miles 1,688 Kilometers of Trail
  • 29 Recommended Routes
  • 5 Gems Gems
  • 29 Easy Trails Easy Trails
  • 167 Intermediate Trails Intermediate Trails
  • 54 Difficult Trails Difficult Trails
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Areas Within Southeastern Kentucky

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Trails in Southeastern Kentucky - 221

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26.7 mi 42.9 km #1Pine Mountain State Scenic Trail: Birch Knob Section
Difficult
Pikeville, KY
Difficult
Pikeville, KY
1.4 mi 2.2 km #2Horn Hollow Trail
Intermediate
Olive Hill, KY
Intermediate
Olive Hill, KY
0.4 mi 0.7 km #3Natural Bridge Trail
Intermediate
Olive Hill, KY
Intermediate
Olive Hill, KY
5.6 mi 9.0 km #4Sugar Branch Trail
Intermediate
Hazard, KY
Intermediate
Hazard, KY
3.2 mi 5.1 km #5Three Bridges Trail
Intermediate/Difficult
Olive Hill, KY
Intermediate/Difficult
Olive Hill, KY
1.6 mi 2.5 km #6Kiwanis Trail
Easy/Intermediate
Paintsville, KY
Easy/Intermediate
Paintsville, KY
0.3 mi 0.6 km #7Kiwanis Cutoff
Easy
Paintsville, KY
Easy
Paintsville, KY
0.4 mi 0.6 km #8Center Creek Trail
Intermediate/Difficult
Grundy, VA
Intermediate/Difficult
Grundy, VA
1.7 mi 2.8 km #9Counts Cabin Trail #201C
Difficult
Clintwood, VA
Difficult
Clintwood, VA
3.3 mi 5.3 km #10Iron Ore Trail
Intermediate
Ironville, KY
Intermediate
Ironville, KY

Photos of Southeastern Kentucky - 337

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Sunrise from Natural Bridge
Jul 6, 2015 near Campton, KY
An unnamed waterfall below the trail on Swift Camp Creek
Jul 9, 2015 near Campton, KY
Cumberland Falls in the autumn.
Jun 23, 2017 near Whitley…, KY
High Rock sunrise
Oct 15, 2017 near Whitesburg, KY
View of the Natural Bridge from The Overlook
Nov 24, 2017 near Campton, KY
Path down to Smokey Bridge
May 7, 2018 near Olive Hill, KY
Cumberland Falls
Dec 12, 2018 near Whitley…, KY
Buzz Worm Overlook along the Little Shepherd section of the Pine Mountain Trail
Nov 6, 2021 near Cumberland, KY