Leesburg, Virginia

Top Spots in and near Leesburg

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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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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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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Sterling, Virginia
Washington & Old Dominion Trail and Broadlands Ramble

5.0

19.55 mi / 863 ft gain

Washington & Old Dominion Trail and Broadlands Ramble is a point-to-point trail where you may see local wildlife located near Ashburn, Virginia.
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Aldie, Virginia
Relax at Aldie Park

Small park with nice walking trails, picnic tables, and a waterfall that cascades down from a dam. Its a wonderful place to take the family or just go for a breath of fresh air. Its also right near the downtown area of Aldie, which has a bakery, juice/smoothie shop, and other great shops to stop ...
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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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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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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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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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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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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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Purcellville, Virginia
Explore Potomac Wayside Park

4.0

0.25 mi / 75 ft gain

This 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...
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Knoxville, Maryland
Hike the AT to Weverton Cliffs

4.9

3 mi / 1500 ft gain

The 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 ...
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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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Knoxville, Maryland
Hike to Maryland Heights

4.8

2.8 mi / 900 ft gain

Maryland 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 ...
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Knoxville, Maryland
Hike Maryland Heights Trail Loop

5.3 mi / 1600 ft gain

Learn 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...
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