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Best trails in Boonsboro

2199 Reviews
Looking for a great trail near Boonsboro, Maryland? AllTrails has 11 great hiking trails, forest trails, dogs leash 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 Caledonia 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 7.4 to 37.5 km and from 254 to 570 meters 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 (11)
#1 - Annapolis Rock via Appalachian Trail
South Mountain State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(1317)
Length: 8.2 km • 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 iShow more
#2 - Monument Knob via Appalachian Trail
South Mountain State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(211)
Length: 9.8 km • Est. 3 h 12 m
Monument Knob via Appalachian Trail is a 9.8 kilometer heavily trafficked out and back trail located near Boonsboro, Maryland that features a river and is rated as moderate. The trail is primarily useShow more
#3 - Big Red Trail
Greenbrier State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(177)
Length: 7.4 km • Est. 2 h 21 m
Big Red Trail is a 7.4 kilometer heavily trafficked loop trail located near Boonsboro, Maryland that features a lake and is rated as moderate. The trail offers a number of activity options and is acceShow more
#4 - Lambs Knoll and White Rocks via Appalachian Trail
Boonsboro, Maryland
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(123)
Length: 9.2 km • Est. 3 h 6 m
Lambs Knoll and White Rocks via Appalachian Trail is a 9.2 kilometer moderately trafficked out and back trail located near Boonsboro, Maryland that features beautiful wild flowers and is rated as modeShow more
#5 - Monument Knob via Big Red and Bartman Hill Trail
Greenbrier State Park
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(46)
Length: 19.3 km • 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 significanShow more
#6 - Washington Monument via Appalachian National Scenic Trail
Washington Monument State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(121)
Length: 10.1 km • Est. 3 h 19 m
Washington Monument via Appalachian National Scenic Trail is a 10.1 kilometer moderately trafficked out and back trail located near Boonsboro, Maryland that offers the chance to see wildlife. The traiShow more
#7 - Washington Monument via Bartman Hill Trail to Appalachian Trail
Greenbrier State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(70)
Length: 10.3 km • Est. 3 h 31 m
NOTE: As of April 2020, some parking lots to the trailhead are closed due to COVID-19 concerns. Please check the park website for more information. Show more
#8 - Appalachian Trail: Pine Knob to Pen Mar County Park
South Mountain State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(12)
Length: 28.2 km • Est. 9 h 6 m
Appalachian Trail: Pine Knob to Pen Mar County Park is a 28.2 kilometer moderately trafficked point-to-point trail located near Boonsboro, Maryland that features beautiful wild flowers and is rated asShow more
#9 - 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(21)
Length: 37.5 km • Est. 11 h 25 m
Appalachian Trail: South Mountain State Park to Harper's Ferry is a 37.5 kilometer heavily trafficked point-to-point trail located near Boonsboro, Maryland that features a river and is rated as moderaShow more
#10 - Washington Monument
Washington Monument State Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(59)
Length: 0.8 km • Est. 16 m
Washington Monument is a 0.8 kilometer moderately trafficked out and back trail located near Boonsboro, Maryland that features a great forest setting and is good for all skill levels. The trail is priShow more
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