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Middlesborough

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Gems in Middlesborough - 1

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gem Favorite View from inside the Sand Cave.

Sand Cave

(7) Loyall, KY

Recommended Routes in Middlesborough - 2

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Favorite An even-larger footbridge on the Daniel Boone Trail peaks Fido's interest.
Intermediate 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
Explore in 3D
Favorite Cumberland Gap National Historical Park
Intermediate 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
Explore in 3D

Middlesborough Hiking

  • 2 Miles 4 Kilometers of Trail
  • 2 Recommended Routes
  • 1 Gem Gems
  • 0 Easy Trails Easy Trails
  • 3 Intermediate Trails Intermediate Trails
  • 1 Difficult Trail Difficult Trails
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Areas Within Middlesborough

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Trails in Middlesborough - 2

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2.1 mi 3.4 km #1Harlan Road Trail
Difficult Difficult
Middlesboro, KY
Difficult Difficult
Middlesboro, KY
0.4 mi 0.6 km #2Object Lesson Road
Intermediate Intermediate
Middlesboro, KY
Intermediate Intermediate
Middlesboro, KY

Photos of Middlesborough - 17

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View from inside the Sand Cave.
Jan 22, 2017 near Loyall, KY
Pinnacle Overlook
Nov 6, 2017 near Middles…, KY
Sand cave
Dec 3, 2019 near Loyall, KY
Cumberland Gap National Historical Park
Apr 7, 2020 near Middles…, KY
Cumberland Gap National Historical Park
Apr 7, 2020 near Middles…, KY
Cumberland Gap
Apr 7, 2020 near Middles…, KY
Cumberland Gap National Historical Park
Apr 7, 2020 near Middles…, KY
Cumberland Gap National Historical Park
Apr 7, 2020 near Middles…, KY
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