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Best trails in Oakland

644 Reviews
Looking for a great trail near Oakland, Maryland? AllTrails has 6 great hiking trails, walking 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 Swallow Falls State Park or Blackwater Falls State Park, we've got you covered. You'll also find some great local park options, like Mount Davis Natural Area or Quebec Run Wild Area. Just looking to take a quick stroll? We've got 4 easy trails in Oakland ranging from 0.8 to 3.4 miles and from 2,352 to 2,644 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 Oakland
Top trails (6)
#1 - Swallow Falls Canyon Trail
Swallow Falls State Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(400)
Length: 1.1 mi • Est. 27 m
NOTE: Pets are not allowed in this park from the Saturday before Memorial Day until after Labor Day. Pets are allowed the rest of the year. Entrance Fee: $3 for Maryland Residents, $5 for out of state visitors Hours: Open daily 8 AM - SunsetShow more
#2 - Rock Maze Trail
Garrett State Forest
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(93)
Length: 0.8 mi • Est. 20 m
The Rock Maze trail is a pleasant walk through old growth timber back to a maze of large boulders that you are able to explore numerous nooks and crannies.Show more
#3 - Lostland Run Trail
Potomac State Forest
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(63)
Length: 7 mi • Est. 3 h 21 m
Great Trail! would love to do again not in the rain.Show more
#4 - Herrington Manor Park Loop
Herrington Manor State Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(60)
Length: 3.4 mi • Est. 1 h 32 m
Note: As of August 16, 2020, part of the blue trail is closed however you can detour onto other trails. Please check with the park page for more information.Show more
#5 - Harrington Manor to Swallow Falls Loop
Herrington Manor State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(9)
Length: 14.4 mi • Est. 6 h 29 m
#6 - Oakland Town Trail
Oakland, Maryland
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray Star(3)
Length: 2.9 mi • Est. 1 h 17 m