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Best trails in Boonsboro

3,146 Reviews
Looking for a great trail near Boonsboro, Maryland? AllTrails has 13 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 South Mountain State Park or Gambrill State Park, we've got you covered. You'll also find some great local park options, like Sugarloaf Mountain Natural Area or Bear's Den Park. Ready for some activity? There are 8 moderate trails in Boonsboro ranging from 5.1 to 23.3 miles and from 833 to 1,870 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 Boonsboro
Top trails (13)
#1 - Annapolis Rock via Appalachian Trail
South Mountain State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(1760)
Length: 5.1 mi • Est. 2 h 36 m
The Annapolis Rock is a popular trail with amazing outlooks. You can see Greenbrier Lake and Black Rock Cliff. There is a campground with a caretaker that can provide information to hikers. The rock is also a popular spot for rock climbers. Be careful not to park in unofficial parking areas, police are known to leave tickets on hikers' cars.Show more
#2 - Monument Knob via Appalachian Trail
South Mountain State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(278)
Length: 6.1 mi • Est. 3 h 12 m
#3 - Big Red Trail
Greenbrier State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(247)
Length: 5.2 mi • Est. 2 h 5 m
Good trail through woods much of it quite rocky but not tough walking. Some good ups and downs, but not strenuous. It’s too long for small kids and not good if you haven’t done much walking before. Show more
#4 - Washington Monument via Appalachian National Scenic Trail
Washington Monument State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(194)
Length: 6.3 mi • Est. 3 h 19 m
#5 - Lambs Knoll and White Rocks via Appalachian Trail
Boonsboro, Maryland
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(184)
Length: 5.7 mi • Est. 3 h 6 m
#6 - Washington Monument via Bartman Hill Trail to Appalachian Trail
Greenbrier State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(107)
Length: 6.4 mi • Est. 3 h 31 m
#7 - Appalachian Trail: South Mountain State Park to Harper's Ferry
South Mountain State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(22)
Length: 23.3 mi • Est. 11 h 25 m
#8 - Monument Knob via Big Red and Bartman Hill Trail
Greenbrier State Park
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(48)
Length: 12 mi • Est. 6 h 19 m
Strenuous hike from Greenbrier State Park to the Appalachian Trail leading to Washington Monument. This hike in Washington County begins in Greenbrier State Park bear Greenbrier Lake. With significant inclines, this hike passes Greenbrier Lake, and the Visitors center for Greenbrier State Park. It then ascends the Bartman Trail that connects to the Appalachian Trail. Heading south towards Washington Monument, the trail continues to climb. Many rocky trail sections, but no stream crossings. Some sections in Greenbrier SP can be muddy. Show more
#9 - Washington Monument
Washington Monument State Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(99)
Length: 0.5 mi • Est. 16 m
As of June 2020, the monument is still closed due to COVID-19. Please visit the park website for more updated information. Show more
#10 - Appalachian Trail: Pine Knob to Pen Mar County Park
South Mountain State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(13)
Length: 17.5 mi • Est. 9 h 6 m
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