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Upperville, Virginia

Top Spots in and near Upperville

  • 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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  • Luray, Virginia

    Photograph Pinnacles Overlook

    5.0
    Pinnacles Overlook in Shenandoah National Park is a southern facing overlook in the Central District that provides one of the best views of Old Rag.   Looking south over the Blue Ridge Mountains, this 3,320 foot overlook has a great view of the southern Blue Ridge Mountains as well as a valley th...
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  • McLean, Virginia

    Scott's Run Nature Preserve Loop

    4.2
    2.51 mi / 397 ft gain
    This nature preserve can be hiked year-round and is a sanctuary for rare wildflowers, birds, and other wildlife including deer and fox. There are six main interconnecting trails that run through the preserve; winding their way around matured hardwood forest, sheer bluffs, and rocky cliffs overloo...
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  • Luray, Virginia

    Photograph Jewell Hollow Overlook

    One of Shenandoah National Park’s 72 overlooks, Jewell Hollow is a great place for people to stop while they are traveling through the park along Skyline Drive.  Skyline Drive is the road that winds through the heart of Shenandoah National Park, starting at Front Royal in the north and ending at ...
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  • Luray, Virginia

    Hike to The Pinnacle in Shenandoah NP

    4.5
    2.2 mi / 400 ft gain
    The Pinnacle is a little-known outcrop on the Appalachian Trail in Shenandoah National Park.  You will not find it marked on the park map, but that doesn’t make it any less-worthy of your time. The Pinnacle can be reached by a quick, easy hike with the family (and dog!), or you can combine it wit...
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  • Etlan, Virginia

    Old Rag Mountain Loop

    4.7
    8.95 mi / 2510 ft gain
    Be prepared to deal with crowds, especially on the rock scrambles, which tend to cause a bottle neck on this trail in Shenandoah National Park. I would recommend starting out early on this loop hike, around 6 or 7 am to avoid the crowds. Definitely arrive no later than 9:30am, as the parking lot ...
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  • Etlan, Virginia

    Hike to the Summit of Mt. Robertson in Shenandoah NP

    9 mi / 2500 ft gain
    This hike is one of the lesser known hikes in Shenandoah. While everyone else is headed to Old Rag, hikers will find themselves on a peaceful hike to the summit of Mt. Robertson. Hikers should park in the Old Rag Parking lot and make sure to pay the daily fee ($25). If you have a yearly pass, be ...
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  • Luray, Virginia

    Hike Around Lake Arrowhead Recreation Park

    5.0
    1 mi / 10 ft gain
    A few miles east of the town of Luray and just a couple miles outside of the Thorton Gap entrance to Shenandoah National Park sits Lake Arrowhead Recreation Park. This small lake and park features fishing, swimming, picnic areas, and other recreational park type of activities. Use of the faciliti...
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  • Falls Church, Virginia

    Bike the W&OD Trail

    45 mi
    The Washington and Old Dominion (W&OD) trail stretches through northern Virginia and is a great spot for bike riding, running, or walking. The trail is paved, well maintained, and wide enough for traffic in both directions. There are also a couple breweries along the way that you can make a f...
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  • Luray, Virginia

    Little Stony Man, Shenandoah National Park

    4.7
    1.23 mi / 433 ft gain
    The parking lot for the trail is right before mile 40 on Skyline drive in Shenandoah National Park. The entire out and back is only .9 miles, so it's the perfect hike to take in a sunset after a long day, take a break from driving, or just pick a hike that is family and dog friendly as Stoney Ma...
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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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  • McLean, Virginia

    Hike at Turkey Run Park, McLean

    4.0
    2 mi / 200 ft gain
    Turkey Run Park is available to hikers year-around and is located just off of George Washington Parkway in McLean, Virginia. The exits are clearly marked and you simply drive to parking lot C-1 to start this hike.Turkey Run has numerous trail options available but I chose an out-and-back. When yo...
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  • Luray, Virginia

    Stony Man Trail, Shenandoah National Park

    4.5
    1.47 mi / 279 ft gain
    This short, easy hike will take you to some of the best views in Shenandoah National Park. As an added bonus, it’s perfect for catching the sunset without a long walk back to your car in the dark. If you’re looking to increase the level of difficulty, there is an alternate, moderate trail option ...
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  • Luray, Virginia

    White Oak Trail to Lower Falls

    5.0
    6.68 mi / 1982 ft gain
    The round trip is a total of 6.7 miles (10.8 km) from the Skyline Drive parking lot to the Whiteoak Canyon Trailhead parking lot (mile 42.6) to the final waterfall of the lower three. The elevation is moderate with a 900-foot drop to the upper falls, but an additional 1,100 feet to the lower fall...
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  • Luray, Virginia

    White Oak Canyon to Upper Falls

    4.8
    4.28 mi / 866 ft gain
    Between mile 42 and 43 of Skyline Drive in Shenandoah National Park is the trailhead for WhiteOak Canyon. Begin at the trailhead from the parking lot and cross the Limberlost Trail in .3 miles. Continue on and you will cross your first footbridge shortly. After another mile you will cross the s...
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  • Luray, Virginia

    Hike Limberlost Trail in Shenandoah National Park

    5.0
    1.3 mi / 114 ft gain
    The Limberlost Trail is a loop trail within Shenandoah National Park. It is classified as 'accessible' as the trail is flat and has features that would help those in a wheelchair or with other needs access the trail (boardwalk, bridge, benches).  There is little-to-no elevation change and the pat...
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