Upperville, Virginia
Looking for the best hiking in Upperville? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Upperville. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Upperville
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McLean, Virginia
Hike at Turkey Run Park, McLean
4.02 mi / 200 ft gainTurkey 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...Read more -
Luray, Virginia
Stony Man Trail, Shenandoah National Park
4.51.47 mi / 279 ft gainThis 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 ...Read more -
Luray, Virginia
White Oak Trail to Lower Falls
5.06.68 mi / 1982 ft gainThe 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...Read more -
Luray, Virginia
White Oak Canyon to Upper Falls
4.84.28 mi / 866 ft gainBetween 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...Read more -
Luray, Virginia
Hike Limberlost Trail in Shenandoah National Park
5.01.3 mi / 114 ft gainThe 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...Read more -
Luray, Virginia
Hike Robertson Mountain in Shenandoah NP
6 mi / 1200 ft gainRobertson Mountain is often overshadowed by the nearby Old Rag Mountain, but standing 5 feet taller than Old Rag, this hike offers seclusion and gorgeous views to the south. Starting from the Limberlost Trailhead parking lot at MP 43 on the Skyline Drive, take the chained off Old Rag Fire Road. ...Read more -
Wardensville, West Virginia
White Rocks Loop, George Washington NF
4.59.26 mi / 1690 ft gainThe trail begins near the upper parking area next to a closed gate. If you park in the lower parking area, you'll have to walk about .3 miles up the road to get to this gate. Start out on the forest service (FS) orange-blazed trail, following it for about a quarter mile. From there head onto Old...Read more -
Syria, Virginia
White Oak Canyon Cedar Run Loop
4.07.67 mi / 2257 ft gainThis route combines Cedar Run Falls and White Oak Canyon Trail (one of the more popular hikes in SNP, with separate adventures detailing those hikes). Parking is easy, but gets very crowded due to the popularity of White Oak Canyon (WOC). When starting from the parking area/Shenandoah ranger stat...Read more -
Syria, Virginia
Hike Cedar Run Falls Trail
4.72.6 mi / 1000 ft gainCedar Run Falls is located in the central district of Shenandoah National Park. This is a pretty waterfall that flows into a deep swimming hole. There are two ways to get to the Cedar Run Waterfall: from the top of the mountain off of Skyline Drive and from the bottom of the mountain off of Wea...Read more -
Syria, Virginia
Fly Fish on the Robinson River
5.06 mi / 2000 ft gainThere are two sections that you can fish on the Robinson River. The first section is about 15 minutes away from the trailhead of White Oak Canyon. The river is on the right side of the road and you can see where it has bee stocked from the white diamonds on the trees on the side of the road. This...Read more -
Stanley, Virginia
Hawksbill Mountain Summit
4.81.54 mi / 669 ft gainA hike to the summit of Hawksbill Mountain will not only put you at the highest point in Shenandoah National Park (4050'), but you'll have a 270 degree view perfect for a sunset. This moderate hike is located at MP 45.6 on the Skyline Drive in Shenandoah National Park, so you'll have to pay a $2...Read more -
Stanley, Virginia
Lower Hawksbill to Salamander to Appalachian Trail Loop
2.68 mi / 666 ft gainThis is one of 2 trails that will take you to the summit of Hawksbill Mountain. The other is the Upper Hawksbill Trail (which I also wrote an adventure about!). This trail is a combination of the Lower Hawksbill Trail, the AT, and the Salamander Trail. The parking are area for this hike is at mi...Read more -
Myersville, Maryland
Hike to Annapolis Rock and Black Rock Cliff
4.48 mi / 840 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 blazes)...Read more -
Luray, Virginia
Upper Hawksbill Trail
2.09 mi / 482 ft gainThe trailhead has a small parking area at mile marker 46.7 on Skyline Drive, just past the Old Rag overlook (on the opposite side of the road) if you're driving south. The hike is a 2-mile out-and-back that takes you right to the summit. The first ~2/3 of it is relatively flat and very easy walk...Read more -
Derwood, Maryland
Hike, Bike, or Run the Lakeside Trail and Muncaster Mill Trail
4.53.41 mi / 196 ft gainPark at the Meadowside Nature Center to Access the trailhead. This is a 3.4 mile loop with opportunities for birding and observing wildlife. Dogs are welcome on leash.Read more -
Washington, District of Columbia
Hike the Soapstone Valley Trail
4.02 miThis is an out-and-back trail that starts and ends on different roads, but you will have better luck parking on Albemarle Street NW (where I have indicated the trailhead is on the map). This is a long street with plenty of street parking, just pay attention to the signs to see how long you can le...Read more