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Best trails in Pine Ridge

4,092 Reviews
Looking for a great trail near Pine Ridge, Kentucky? AllTrails has 31 great hiking trails, trail running trails, forest trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails around Natural Bridge State Park, we've got you covered. You'll also find some great local park options, like Pilot Knob State Nature Preserve or Mill Creek Wildlife Management Area. Ready for some activity? There are 14 moderate trails in Pine Ridge ranging from 0.7 to 12.3 miles and from 698 to 1,302 feet above sea level. Start checking them out and you'll be out on the trail in no time!
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Map of trails in Pine Ridge
Top trails (31)
#1 - Red River Gorge: Rock Bridge Trail
Clifty Wilderness
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(547)
Length: 1.4 mi • Est. 46 m
Rock Bridge Trail is one of the most scenic trails in Red River Gorge, including the arch (the "rock bridge") for which the trail is named, and a beautiful waterfall on the way to the arch. Highlights include rich vegetation, hiking alongside a creek for much of the the trail, a natural arch that actually spans the creek at the apex of the trail, a scenic waterfall, a small clearing for picnicing, and an access point to other trails in Red River Gorge. The trail is perfect in good weather, beautiful in all weather, but can be muddy/slippery in rain and snow. Trailhead located at the end of a 3 mile gravel road.Show more
#2 - Sky Bridge Red River Gorge
Daniel Boone National Forest
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(447)
Length: 0.8 mi • Est. 28 m
As scenic a view as you can find out into the Red River Gorge. This is an amazing natural bridge. There are a decent amount of stairs on this trek. Show more
#3 - Indian Staircase Trail
Daniel Boone National Forest
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(417)
Length: 2.9 mi • Est. 1 h 10 m
The Staircase trail is a very special scenic area but the staircase itself is challenging for many. Be wary of bringing your pet up the staircase if they aren't used to climbing. Start by taking the Bison Way Trail (GPS will take you straight to the trailhead where there is plenty of parking, a bathroom, and clearly marked trail with outpost/map) - you will gain a bit of elevation in a relatively short period of time. After hiking for around 5 minutes or so, you will come to a split. The route we took is to the left and goes vertical whereas the path to your right (headed to Sheltowee Trace Trail) will be more level and accommodating. Get ready for a climb. After another 5 minutes or so you will come to a near vertical pathway covered with tree roots and stone. Battle your way to the to the top and follow the trail to your right. Fight through the thick, unkempt trail until you reach more rock scrambles. You will continue this pattern three or four times until you reach the sandy rock outcrop at the top. Take a breath; you've done it! Navigate the top of the bald outcrop and wave to the people to your right at Cloudsplitter. Explore the neat rock cut out at the top, and when you are ready to leave, follow the trail to a neat little Arch. Once you're done marveling at the beauty of Nature and her element, follow the staircase down and follow the blazen path. You will cross a handful of streams along the way as you follow the Sheltowee Trace Trail. Look for white markings on the trees and a "turtle" symbol - this indicates you are going the correct way. After a mile or so you will round a downward bend where a clear cut trail becomes open to your right. This is the Bison Trail - follow it back to the parking lot. Show more
#4 - Chimney Top Trail
Daniel Boone National Forest
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(324)
Length: 0.7 mi • Est. 16 m
This partially paved trail is used for walking and ends at a beautiful overlook from Chimney Top Rock. Accessibility: This trail has both asphalt and gravel sections. It is typically at least three feet wide. The average grade is 6% and the max grade is 7%. This trail may be too steep for manual wheelchair or stroller users without assistance.Show more
#5 - Princess Arch Trail
Pine Ridge, Kentucky
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(232)
Length: 0.6 mi • Est. 19 m
#6 - Angel Windows Trail
Daniel Boone National Forest
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(258)
Length: 0.6 mi • Est. 18 m
Sandy, hillside trail with some wet areas and some rocky areas.Show more
#7 - Rock Bridge Trail Out and Back
Clifty Wilderness
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(187)
Length: 1.3 mi • Est. 42 m
Rock Bridge Trail is one of the most scenic trails in Red River Gorge, including the arch (the "rock bridge") for which the trail is named, and a beautiful waterfall on the way to the arch. Highlights include rich vegetation, hiking alongside a creek for much of the the trail, a natural arch that actually spans the creek at the apex of the trail, a scenic waterfall, a small clearing for picnicing, and an access point to other trails in Red River Gorge. The trail is perfect in good weather, beautiful in all weather, but can be muddy/slippery in rain and snow. Trailhead located at the end of a 3 mile gravel road.Show more
#8 - Rough Trail and Gray's Arch
Daniel Boone National Forest
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(157)
Length: 9.1 mi • Est. 4 h 39 m
Note: Trail ranges from high moderate to low difficult. The Rough Trail extends through the Red River Gorge Geological Area between KY 77 and KY 715. The trail climbs from stream-side to ridge-top and back down again several times.Show more
#9 - Indian Staircase and Adena Arch Loop
Daniel Boone National Forest
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(66)
Length: 2.3 mi • Est. 1 h 21 m
#10 - Silvermine Arch Trail
Daniel Boone National Forest
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(168)
Length: 2.8 mi • Est. 1 h 23 m
This trail leaves the backpacker's parking area at Koomer Ridge Campground and follows a dry wooded ridge northeast to Silvermine Arch, a natural arch with a large waterfall below the cliff. A spur trail leads back to Koomer Ridge Campground.Show more
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