197 official trails lie within 25 miles of Woodstock — 1,009 miles in total, 68 rated easy and 66 hard or expert. Every distance and elevation figure below is computed from the agency centerline and a 10 m elevation model, not crowd-sourced.
The biggest climb nearby gains 2,445 ft; the median trail gains 672 ft.
| Trail | Miles | Climb | Difficulty | Drive from town |
|---|---|---|---|---|
| Tuscarora-Overall Run Trail | 13.8 | 2,445 ft | Expert | 1 h 23 min · 53 mi |
| Whiteoak Canyon Trail | 14.8 | 2,388 ft | Expert | 1 h 58 min · 70 mi |
| Cedar Run Trail | 9.0 | 2,226 ft | Expert | 1 h 28 min · 47 mi |
| Ridge Trail | 10.6 | 2,335 ft | Expert | 1 h 40 min · 64 mi |
| Heiskell Hollow Trail | 12.5 | 1,863 ft | Expert | 1 h 25 min · 53 mi |
| Hull School Trail | 12.9 | 1,205 ft | Expert | 1 h 05 min · 46 mi |
| Neighbor Mtn Trail | 16.1 | 1,791 ft | Expert | 1 h 08 min · 47 mi |
| Buck Hollow Trail | 9.0 | 1,782 ft | Expert | 1 h 03 min · 45 mi |
| Dickey Ridge Trail | 25.0 | 1,827 ft | Expert | 40 min · 29 mi |
| Knob Mtn Trail | 22.2 | 1,816 ft | Expert | 1 h 25 min · 53 mi |
| Nicholson Hollow Trail | 11.4 | 2,177 ft | Expert | 1 h 14 min · 50 mi |
| Appalachian National Scenic Trail | 125.9 | 1,861 ft | Expert | 1 h 11 min · 48 mi |
| Skyland-Big Meadows Horse Trail | 21.2 | 815 ft | Expert | 1 h 38 min · 51 mi |
| Hazel Mtn Trail | 12.3 | 690 ft | Expert | 1 h 03 min · 45 mi |
| Corbin Mtn Trail | 8.4 | 1,863 ft | Expert | 1 h 18 min · 52 mi |
| Hazel River Trail | 9.7 | 1,513 ft | Expert | 1 h 24 min · 52 mi |
| Mt Marshall Trail | 16.9 | 1,473 ft | Expert | 1 h 08 min · 41 mi |
| Tuscarora Trail | 13.4 | 1,181 ft | Expert | 33 min · 28 mi |
| Massanutten | 69.7 | 2,059 ft | Expert | 20 min · 9 mi |
| Jeremys Run Upper Trail | 16.1 | 1,175 ft | Expert | 1 h 08 min · 48 mi |
| Beecher Ridge Trail | 9.2 | 1,356 ft | Expert | 1 h 11 min · 47 mi |
| Thornton River Upper Trail | 9.7 | 1,308 ft | Expert | 1 h 06 min · 47 mi |
| Pine Hill Gap Trail | 6.9 | 1,389 ft | Expert | 1 h 27 min · 58 mi |
| Sams Ridge Trail | 6.4 | 1,484 ft | Expert | 1 h 24 min · 52 mi |
Waterfalls: Lewis Spring Falls Trail to Lewis Spring Falls; Rose River Loop Trail to Rose River Falls; Dark Hollow Falls Trail to Dark Hollow Falls
Summits: Ridge Trail to Old Rag Mountain; Neighbor Mtn Trail to Neighbor Mountain; Dickey Ridge Trail to Dickey Hill; Knob Mtn Trail to Knob Mountain
Lakes: Reservoir Trail to Woodstock Reservoir; Stonecrop Ridge Trail to Woodstock Reservoir
Viewpoints: Dickey Ridge Trail to Shenandoah Valley Overlook; Skyland-Big Meadows Horse Trail to Old Rag View Overlook; Rocky Branch Trail to Beahms Gap Overlook; Hannah Run Trail to Pinnacles Overlook
Mountain passes: Cedar Run Trail to Hawksbill Gap; Dickey Ridge Trail to Lands Run Gap; Nicholson Hollow Trail to Hughes River Gap; Appalachian National Scenic Trail to Powell Gap
Rock formations: White Rocks Trail to White Rocks
Springs: Nicholson Hollow Trail to Dale Spring; Appalachian National Scenic Trail to Lewis Spring; Lewis Spring Falls Trail to Lewis Spring; Mill Mountain Trail to Sandstone Spring
Nearby towns: Winchester (28 mi) · Harrisonburg (36 mi) · Culpeper (39 mi) · Leesburg (54 mi)
All Virginia trail guides · Hiking by city · Dispersed camping rules