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Best trails in Sperryville

2,522 Reviews
Looking for a great trail near Sperryville, Virginia? AllTrails has 29 great hiking trails, trail running trails, forest trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails in Shenandoah National Park, we've got you covered. You'll also find some great local park options, like Fredericksburg and Spotsylvania National Military Park or G R Thompson State Wildlife Management Area. Ready for some activity? There are 20 moderate trails in Sperryville ranging from 2.4 to 14.3 miles and from 843 to 3,494 feet above sea level. Start checking them out and you'll be out on the trail in no time!
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Map of trails in Sperryville
Top trails (29)
#1 - Marys Rock via Appalachian Trail (North Approach)
Shenandoah National Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(628)
Length: 3.4 mi • Est. 2 h 11 m
Marys Rock via Appalachian Trail (North Approach) is a 3.4 mile heavily trafficked out and back trail located near Sperryville, Virginia that features beautiful wild flowers and is rated as moderate. Show more
#2 - Little Devils Stairs Trail
Shenandoah National Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(509)
Length: 6.3 mi • Est. 3 h 9 m
Little Devils Stairs Trail is a 6.3 mile heavily trafficked loop trail located near Sperryville, Virginia that features a waterfall and is rated as moderate. The trail is primarily used for hiking andShow more
#3 - Mary's Rock via the Appalachian Trail (Southern Approach)
Shenandoah National Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(274)
Length: 2.4 mi • Est. 1 h 29 m
Mary's Rock via the Appalachian Trail (Southern Approach) is a 2.4 mile heavily trafficked out and back trail located near Sperryville, Virginia that features beautiful wild flowers and is rated as moShow more
#4 - Hazel Falls and Caves
Shenandoah National Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(232)
Length: 5.3 mi • Est. 2 h 50 m
A good hike to stretch your legs in the morning. Last 0.2 is very steep. If you have bad knees do not attempt. There are two caves near the falls. One is obvious. The second is closer to the first pooShow more
#5 - Old Rag Mountain via Weakley Hollow Fire Road
Shenandoah National Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow Star(124)
Length: 9.8 mi • Est. 5 h 35 m
The typical route to the Old Rag Summit is via the Summit Ridge Trail. Most hikers climb the ridge, and then return to their cars via the Weakley Hollow fire road. The fire road ends after about 2 milShow more
#6 - Buck Ridge Trail To Mary's Rock Loop
Shenandoah National Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(161)
Length: 8.8 mi • Est. 5 h 17 m
Nice moderate/strenuous loop that can be done by itself or included with an additional hike up to Mary's Rock. From the parking area on 21, head up the trail crossing the stream and go left to the blShow more
#7 - Jeremy's Run Trail
Shenandoah National Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(86)
Length: 12.6 mi • Est. 6 h 5 m
Jeremy's Run Trail is a 12.6 mile heavily trafficked loop trail located near Sperryville, Virginia that features a waterfall and is rated as moderate. The trail offers a number of activity options andShow more
#8 - Appalachian Trail: Hogback Overlook to Jenkins Gap
Shenandoah National Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(61)
Length: 7.2 mi • Est. 3 h 46 m
Appalachian Trail: Hogback Overlook to Jenkins Gap is a 7.2 mile moderately trafficked loop trail located near Sperryville, Virginia that features a river and is rated as moderate. The trail is primarShow more
#9 - Little Devils Stairs and Piney Branch Loop
Shenandoah National Park
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(63)
Length: 7.5 mi • Est. 4 h 22 m
Note: This trailhead is currently closed by SNP and the County for the foreseeable future due to community health concerns— NO parking or road access is available. Please check with the park page for Show more
#10 - Cave Falls via Hazel River and White Rocks Trail
Shenandoah National Park
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(59)
Length: 6.5 mi • Est. 3 h 36 m
Cave Falls via Hazel River and White Rocks Trail is a 6.5 mile lightly trafficked out and back trail located near Sperryville, Virginia that features a great forest setting and is rated as difficult. Show more
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