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Hagerstown, Maryland

Looking for the best hiking in Hagerstown? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Hagerstown. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Hagerstown

  • Knoxville, Maryland

    Explore Point of Rocks/ Potomac River Overlook

    4.0
    0.2 mi / 95 ft gain
    Park at the Chesapeake and Ohio Canal parking lot. Walk to the US 15 and cross the road. Trail is not marked, though its faint traces can be detected as you continue on. GPS is recommended. Enjoy the overlook and when you're ready to go back, retrace your steps. 
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  • Waterford, Virginia

    Hike the Historical Phillips Farm in Waterford

    4.0
    1 mi / 10 ft gain
    This leisurely hike starts at the Old Mill at Waterford in Waterford, Virginia. You can find parking along the side of the road right near the mill.  As you walk down and past the mill you'll see a fence and the beginning of the trail. This is a short, 1 mile hike and almost completely flat. If y...
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  • Dickerson, Maryland

    Hike the Sugarloaf Mountain Trail

    4.7
    6.05 mi / 1509 ft gain
    Park on Sugarloaf Mountain Drive (as indicated on the map below) to access the trail. It is open from March-November and is dog friendly. 
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  • Newville, Pennsylvania

    Camp at Tom's Run Shelter

    3 mi / 85 ft gain
    Starting from the small parking area on Bunkerhill Rd, head north (turn right) onto Michaux Rd. After about 1/3 of a mile you will reach the Appalachian Trail where you will want to head west (turn left).This will lead you on a leisurely hike through the woods (follow the white blazes). It won't ...
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  • Gardners, Pennsylvania

    Hike to Sunset Rocks in Michaux State Forest

    4.0
    8.3 mi / 1000 ft gain
    Sunset Rocks is a scenic two-mile spur off the Appalachian Trail in southern Pennsylvania's Michaux State Forest. If you hike it as a loop--incorporating 6 miles of the AT into the circuit--you can visit some of the AT's most notable landmarks in this area, including the remains of Michaux Camp (...
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  • Dickerson, Maryland

    Hike along the C&O Canal: Whites Ferry to Edwards Ferry

    5.0
    10 mi / 165 ft gain
    Park in the lot on Whites Ferry road and hop on the Chesapeake Ohio towpath. This is an out-and-back so you can make it as short as you want or up to 10 miles. Great for familes and dog friendly!
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  • Cool Spring Path South Parking, Virginia

    Hike Cool Spring Path

    4.0
    2 mi / 70 ft gain
    The 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...
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  • Newville, Pennsylvania

    Hike Pole Steeple, Pine Grove Furnace SP

    3.6
    1.5 mi / 1250 ft gain
    Pole Steeple begins in Pine Grove Furnace State Park and ends in Michaux State Forest. The hike is short, only a .75 mile climb up, and ends at the rock outcropping where you get a great view of the entire park. Pole Steeple is the main trail to the summit but there is also a longer, less steep o...
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  • Bluemont, Virginia

    Hike to Raven Rock

    4.3
    5 mi / 1000 ft gain
    Starting 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 ...
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  • Bluemont, Virginia

    Hike to Bears Den Overlook

    4.4
    1.31 mi / 164 ft gain
    Bears 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...
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  • Leesburg, Virginia

    Hike the Red Rock Wilderness Overlook Loop

    5.0
    1.2 mi / 100 ft gain
    Red Rock Wilderness Overlook provides 60+ acres of trails to explore right in Leesburg, Virginia. The site is home to some ruins and buildings from the late 1800's and is a wonderful spot for picnics, hiking, trail running, and geocaching.The preferable loop is to take the trail that leads straig...
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  • Boyds, Maryland

    Hike or Bike the Hoyles Mill Trail

    9.16 mi / 390 ft gain
    Park on Clarksburg Road (see map) and head onto the marked trail. It can get muddy at times so pack accordingly. Great for kids, and dog friendly too. 
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  • Boyds, Maryland

    Black Hill Regional Park Loop

    5.0
    2.78 mi / 312 ft gain
    The Black Hill Regional Park has 1300 acres of oak forests that have views of the Little Seneca Lake. This lake offers a place for visitors to canoe and stand up paddle board.  This trail is open to hiking and mountain biking. In addition, dogs are welcome to use the trail but must be on leash a...
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  • Oldtown, Maryland

    Hike to Paw Paw Tunnel

    3.8
    2.4 mi
    This hike is short and sweet, with it only being 2.4 miles to the other side of the tunnel and back. It's easily accessible, located right off the highway at the Paw Paw Tunnel Campground on the Potamac River at the border of Maryland and West Virgina. The town of Paw Paw is on the West Virgina s...
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  • Bluemont, Virginia

    Hike to Hollow Brook Falls

    4.3
    2 mi / 300 ft gain
    This 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). ...
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  • Montgomery Village, Maryland

    Hike the Seneca Creek Greenway Trail Upper Section

    5.0
    14.86 mi / 836 ft gain
    Park in the lot off of Watkins Mill Road to access the trail. This hike is dog friendly and is accessible from March until November. 
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