15 Hiking Trails near Sperryville, VA 22740
first prev 1 next lastShowing Hiking Trails within 50 miles Distance miles of Sperryville, VA 22740, USA City, Zip, or Address
Hazel River Falls
Sperryville, Virginia
3.4 miles SWA 5.3-mile moderate hike in Shenandoah National Park leading to two moss-covered waterfalls, a wading and swimming pool, flat sunbathing rocks, and small caves to explore.
Hike, Swim
Piney River
Sperryville, Virginia
4.6 miles NWMultiple swimming holes along Piney River — including one beneath a small waterfall — reached by following Cumberland Trail through the forest near Sperryville.
Hike, Swim
Nicholson Hollow Trail
Morning Star, Virginia
7.8 miles SWAn 8-mile moderately strenuous Shenandoah hike past stream crossings, small cascading waterfalls, shaded forest, and the historic Corbin Cabin — wading is possible in low-flow conditions.
Hike, Swim
Whiteoak Canyon
Syria, Virginia
9.8 miles SWA Shenandoah hike featuring both a two-tiered lower waterfall and a classic single-drop upper falls — with cool wading spots along the trail for a well-earned break before the 1,040-foot climb back.
Hike, Swim 2.8 mi
Cedar Run Falls
Oldrag, Virginia
11.0 miles SWSix waterfalls, a natural waterslide, and a deep swimming hole reward experienced hikers who tackle this strenuous 8-mile, 2,794-ft-elevation Shenandoah trail.
Hike, Swim 3.8 mi
Overall Run Falls
Overall, Virginia
11.2 miles NWVirginia's longest consecutive waterfall anchors a challenging 8-mile Shenandoah hike with rock scrambles, cool river rest spots, and a deep swimming hole for experienced swimmers.
Hike, Swim
Rose River
Syria, Virginia
12.4 miles SWA moderately difficult 4-mile forested loop in Shenandoah National Park descending to the Rose River and a stunning 67-foot waterfall — wading is possible in some spots.
Hike, Swim
Gooney Creek
Front Royal, Virginia
14.7 miles NCamp, Hike, and Swim near Front Royal, Virginia
Camp, Hike, Swim 0.3 mi
Big Rock Falls
Syria, Virginia
15.5 miles SWA moderately challenging 1.5-mile trail follows Mill Prong River to a beautiful cascading waterfall with a swimming hole that fills up nicely at higher water levels.
Hike, Swim
Elizabeth Furnace
Strasburg, Virginia
19.6 miles NA recreation area in the Shenandoah with 32 electric campsites, miles of hiking and mountain biking trails, rock climbing access, and a Passage Creek swimming hole with a log to jump from.
Camp, Hike, Mountain Bike, Rock Climb, Swim
Buzzard Rock Hole
Strasburg, Virginia
20.1 miles NA cold, clear, deep swimming hole below the iconic Buzzard Rock, with a sunbathing ledge all around — just note the rocky shallow bottom makes jumping unsafe.
Hike, Swim
Fridley Gap
Keezletown, Virginia
28.4 miles SWA small, chest-deep swimming hole at the halfway point of a beautiful George Washington National Forest loop — cold all year and only 0.5 miles from the trailhead.
Hike, Swim 6.1 mi
Rip Rap Hollow
Crozet, Virginia
44.2 miles SWA 50-foot, mountain-fed swimming hole on a difficult 10-mile Shenandoah Valley loop that also passes Chimney Rock and a scenic waterfall — cold, clear, and worth the effort.
Hike, Swim 15.7 mi
Sugar Hollow
Crozet, Virginia
45.8 miles SWAn 11-mile loop starting and ending at Sugar Hollow Reservoir, passing Blue Hole and Rip Rap swimming holes — a hiker's way to combine challenge with a cool dip in Shenandoah.
Hike, Swim
Mint Springs Valley Park
Crozet, Virginia
48.3 miles SWTwo small lakes with sandy beaches, miles of forested hiking and mountain biking trails, a sand volleyball pit, and a playground — all in an eight-acre valley park near Crozet, Virginia.
Hike, Mountain Bike, Swim
