Derwood, Maryland
Looking for the best hiking in Derwood? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Derwood. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Derwood
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Manassas, Virginia
Trail Run at Bull Run
5.04 miGreat spot for a run! Very accessible for those in the DC region. A good starting point is the Henry Hill Visitor Center. If you want to avoid any crowds, start early. From the Henry Hill Visitor Center, you can't really go wrong (as far as direction is concerned) since most trails can be linke...Read more -
Knoxville, Maryland
Weverton Cliffs via Appalachian Trail
4.91.9 mi / 866 ft gainThe trailhead is located right off Weverton Cliff's Road in Knoxville, Maryland. Park at a Park and Ride on the right side of the road, then walk right out of the parking lot down Weverton Cliff's Road until you see the white blazes of the Appalachian Trail. Follow that trail for 1.5 miles along ...Read more -
Lorton, Virginia
Woodmarsh Trail
4.02.83 mi / 154 ft gainJust at the entrance to Mason Neck State Park is the Woodmarsh Trail. The entire loop is about 3 miles. This is a pleasant easy hike that is relatively flat with no rocks to speak of. The trail wanders through a forest and passes by a large swamp along the Potomac River. There is one well built o...Read more -
Purcellville, Virginia
Potomac Wayside Park
4.00.25 mi / 75 ft gainThis is a small park along route 340 in Purcellville, Virginia near Harper's Ferry. After you have parked, look for the park sign which will be a few feet behind you. There is a trail that will take you down to the bottom of the waterfall and eventually to the Potomac River. There is also a trail...Read more -
Baltimore, Maryland
Hike the Fort McHenry Trail
3.50.9 mi / 16 ft gainPark in the lot and head out either direction on this short loop trail. Trail can get crowded, so be prepared to share the space.Read more -
Harpers Ferry, West Virginia
Maryland Heights via Harpers Ferry
4.74.53 mi / 1191 ft gainParking and trail head: Park at the Harpers Ferry Visitors Center for $10 (171 Shoreline Dr, Bolivar, WV 25425) and take the shuttle a mile and a half to lower town (free). Walk straight from the shuttle to the large bridge. Cross the bridge and take a left on the C&O Canal trail. You will ...Read more -
Knoxville, Maryland
Maryland Heights via Overlook Cliffs
4.82.88 mi / 1056 ft gainMaryland Heights is at the convergence of Maryland, West Virginia and Virginia, as well as the Potomac and Shenandoah Rivers. The Appalachian Trail and C&O Canal Towpath are also easily accessible from the trailhead parking lot. The parking lot holds about 16 cars and is between Locks 33 and...Read more -
Knoxville, Maryland
Maryland Heights Trail Loop
4.94 mi / 1647 ft gainLearn Civil War history as you hike through forts and read signs about the war. Enjoy beautiful lookouts, including one with a great view of Harpers Ferry. The 5.3 mile hike is relatively easy and offers an interesting opportunity to learn history in one of the most important historical areas i...Read more -
Harpers Ferry, West Virginia
Weverton Cliffs Overlook from Harpers Ferry
5.08.71 mi / 1178 ft gainParking and trail head: Park at the Harpers Ferry Visitors Center for $10 (171 Shoreline Dr, Bolivar, WV 25425) and take the shuttle a mile and a half to lower town (free). Walk straight from the shuttle to the large bridge. Cross the bridge to hop on the C&O canal trail. This is the point ...Read more -
Cockeysville, Maryland
Hike the Oregon Ridge Park Trail
4.54.02 mi / 475 ft gainPark in the lot as indicated on the map (see below). This trail is accessible year round, dog-friendly, and is great for families.Read more -
Bluemont, Virginia
Bears Den Overlook
4.31.31 mi / 164 ft gainBears Den is a collection of rocks and boulders that overlooks the Shenandoah Valley in northern Virginia, just off the Appalachian Trail. You have two options to access this overlook: park at the bottom of the mountain and hike up to the overlook via the trail, or drive to the top and access the...Read more -
Bluemont, Virginia
Hike to Hollow Brook Falls
4.32 mi / 300 ft gainThis hike will start on the Appalachian Trail and will take you to a beautiful set of falls. When you arrive at the location you will see numerous spots along the side of the road to park. You'll need to look for the white blaze for the Appalachian Trail (it will head up from the parking area). ...Read more -
Bluemont, Virginia
Hike to Raven Rock
4.35 mi / 1000 ft gainStarting at a small parking lot right off of Route 7 (wuick right onto Pine Grove Road) this hike takes you North on the Appalachian Trail in a very hilly/rocky part of the trail. Expect to gain and lose 300 feet+ multiple times! It's about 2.5 miles each way so budget at least a few hours to go ...Read more -
Myersville, Maryland
Annapolis Rock and Black Rock Cliff via Appalachian Trail
4.47.15 mi / 1172.35 ft gainHike along the Appalachian Trail as it passes through South Mountain State Park, taking you to a number of very scenic lookout spots. From the parking area, take the connector trail a short distance until you see blue blazes on the left – these will lead you to the Appalachian Trail (white blaze...Read more -
Cool Spring Path South Parking, Virginia
Hike Cool Spring Path
4.02 mi / 70 ft gainThe Cool Spring Path South is an old golf course that has been and still is in the process of being returned to its natural state by Shenandoah University. The paved paths from the golf course make this an easy hike for anyone. For those who may be in a wheelchair, this loop should be fully acces...Read more -
Sharpsburg, Maryland
Antietam National Battlefield Trail
4.53 mi / 358 ft gainAntietam National Battlefield Trail is a loop trail that takes you by a river located near Sharpsburg, Maryland.Read more