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Particularly Special Place
Top Rated Hiking Trails
near Oakland, Kentucky
Oakland, Kentucky 
Recommended Routes, Photos, & More
Intermediate/Difficult
Mossy Ridge Trail (Red)
4.4 mi 7.1 km • 701' Up 213.59 m Up • 702' Down 213.93 m Down
Forest…, TN
Intermediate/Difficult
Siltstone Trail
6.6 mi 10.7 km • 918' Up 279.82 m Up • 921' Down 280.84 m Down
Fairdale, KY
Intermediate
Tioga Falls
1.1 mi 1.8 km • 381' Up 116.14 m Up • 248' Down 75.47 m Down
Fort Knox, KY
Intermediate/Difficult
West Slope Trail
1.5 mi 2.4 km • 137' Up 41.87 m Up • 239' Down 72.72 m Down
Franklin, TN
Intermediate
Henry Hollow Loop
2.0 mi 3.2 km • 236' Up 72.06 m Up • 248' Down 75.66 m Down
Ashland…, TN
Intermediate/Difficult
The Adventure Hiking Trail Loop
22.9 mi 36.9 km • 3,374' Up 1028.54 m Up • 3,370' Down 1027.26 m Down
Corydon, IN
Intermediate/Difficult
Blue Trail
2.3 mi 3.6 km • 257' Up 78.23 m Up • 226' Down 68.96 m Down
Brentwo…, TN
Intermediate
Hazard Cave Trail
1.5 mi 2.4 km • 169' Up 51.57 m Up • 188' Down 57.18 m Down
Jamestown, TN
Intermediate/Difficult
Window Cliffs Trail
2.9 mi 4.6 km • 328' Up 100.02 m Up • 441' Down 134.49 m Down
Baxter, TN
Intermediate/Difficult
Heartbeat Trail
2.5 mi 4.0 km • 331' Up 100.84 m Up • 322' Down 98.03 m Down
Franklin, TN
Difficult
Upper Canyon Trail
2.1 mi 3.4 km • 447' Up 136.13 m Up • 407' Down 124.03 m Down
Jamestown, TN
Easy
Historic Entrance Trail
0.1 mi 0.2 km • 0' Up 0 m Up • 25' Down 7.73 m Down
Brownsv…, KY
No Photos
Intermediate
Karst Climb Trail
0.9 mi 1.5 km • 196' Up 59.66 m Up • 21' Down 6.48 m Down
Mount W…, KY
No Photos
Intermediate
Fire Tower Trail
2.3 mi 3.8 km • 205' Up 62.46 m Up • 277' Down 84.36 m Down
Corydon, IN
Easy
Elizabethtown Sport Park Perimeter Trail
2.1 mi 3.5 km • 92' Up 28.07 m Up • 91' Down 27.76 m Down
Elizabe…, KY
Easy/Intermediate
Creech Hollow Trail
1.3 mi 2.1 km • 89' Up 27.11 m Up • 139' Down 42.46 m Down
White B…, TN
Easy/Intermediate
Morgans Cave
0.3 mi 0.5 km • 90' Up 27.51 m Up • 58' Down 17.81 m Down
Hawesville, KY
No Photos
Difficult
Rocky Ridge Loop
2.0 mi 3.3 km • 43' Up 13.11 m Up • 166' Down 50.65 m Down
Corydon, IN
No Photos
Intermediate
Pine Loop Trail
2.3 mi 3.7 km • 176' Up 53.71 m Up • 178' Down 54.22 m Down
Elizabe…, KY
No Photos
Intermediate
Warner Woods Trail (White)
2.3 mi 3.7 km • 329' Up 100.29 m Up • 322' Down 98 m Down
Forest…, TN
Difficult
Group Camp Trail
3.3 mi 5.3 km • 44' Up 13.26 m Up • 361' Down 109.94 m Down
Corydon, IN
No Photos
Difficult
Big Dig
1.1 mi 1.8 km • 175' Up 53.37 m Up • 182' Down 55.43 m Down
Elizabe…, KY
Intermediate
Yellow Blaze Trail
1.2 mi 2.0 km • 94' Up 28.74 m Up • 93' Down 28.35 m Down
Corydon, IN
Intermediate
Cheltenham Trailhead
0.1 mi 0.2 km • 114' Up 34.79 m Up • 0' Down 0 m Down
Franklin, TN
Easy/Intermediate
Tobacco Cave Loop
0.4 mi 0.7 km • 42' Up 12.67 m Up • 42' Down 12.9 m Down
Hawesville, KY
No Photos
Difficult
7 Dwarves
0.7 mi 1.1 km • 227' Up 69.22 m Up • 0' Down 0 m Down
Elizabe…, KY
No Photos
Difficult
Downhill Switchbacks
0.6 mi 1.0 km • 0' Up 0 m Up • 252' Down 76.83 m Down
Elizabe…, KY
Intermediate
Price Path
0.5 mi 0.8 km • 70' Up 21.45 m Up • 80' Down 24.32 m Down
Franklin, TN
