About hiking in Grayson County

Grayson County, Virginia has 62 named trails tagged for hiking, covering 87.6 miles, an average of 1.4 miles each. The longest is Lewis Fork Trail, at 5.5 miles. 2 run 5 miles or longer.

What the hiking trails in Grayson County are like

By length, 30 are under a mile, 30 run 1 to 5 miles, and 2 are 5 miles or longer. 1 is a loop, ending where it starts; the longest is Listening Rock Trail, at 1.2 miles.

Every one carries a difficulty rating: 11 easy, 48 moderate, and 3 hard. Of the 62 with measured elevation, Bourne's Branch Trail climbs the most, about 1,217 ft, and 7 gain 1,000 ft or more.

All 62 hiking trails, longest first

Lewis Fork TrailHike5.5 mi Helton Creek TrailHike5.2 mi Iron Mountain TrailHike4.6 mi Pine Mountain RoadHikeMTB4.0 mi Crest TrailHikeMTB4.0 mi Hightree Rock TrailHike3.3 mi First Peak TrailHike3.1 mi Bearpen TrailHike3.1 mi Upchurch RoadHikeMTB2.6 mi Bourne's Branch TrailHike2.3 mi Kabel TrailHike2.2 mi Big Wilson Creek TrailHike2.0 mi Cabin Ridge TrailHike2.0 mi Pine Mountain TrailHike2.0 mi Horse Trail EastHike2.0 mi Yellow Branch TrailHike2.0 mi Fairwood Valley TrailHikeMTB1.9 mi Wilson Creek TrailHike1.7 mi Third Peak TrailHike1.6 mi Stamper's Branch TrailHike1.6 mi Old Orchard TrailHikeMTB1.6 mi Jackie Street TrailHike1.6 mi Cabin Creek TrailHike1.5 mi Cliffside TrailHike1.4 mi Hightree Rock RoadHike1.3 mi Rhododendron Gap TrailHikeMTB1.3 mi Interpretive TrailHike1.3 mi Scales TrailHikeMTB1.3 mi Helton Creek SpurHike1.2 mi Listening Rock TrailHike1.2 mi Mike's Gap TrailHikeMTB1.1 mi Springs TrailHike1.0 mi Jackie StreetHikeMTB1.0 mi Rock House Ridge TrailHike1.0 mi Wilburn Branch TrailHikeMTB0.9 mi Horse Trail NorthHike0.9 mi Birding TrailHike0.9 mi Appalachain Spur TrailHike0.8 mi Seed Orchard RoadHikeMTB0.8 mi Wilburn Ridge TrailHike0.7 mi Twin Pinnacles TrailHike0.7 mi Little Pinnacle TrailHike0.6 mi Stone Mountain TrailHike0.6 mi Haw Flats TrailHike0.6 mi Hale Lake TrailHike0.6 mi Seed Orchard TrailHike0.5 mi Mount Rogers Spur TrailHike0.4 mi Arrowhead TrailHike0.4 mi Rhododendron TrailHike0.3 mi Big Pinnacle TrailHike0.3 mi Lewis Fork Spur TrailHike0.3 mi Upchurch Road TrailHike0.3 mi Jackie Street Spur TrailHike0.3 mi Hurricane Mountain TrailHike0.3 mi Split Rock TrailHike0.3 mi Rocky Hollow-Hightree Rock RoadHike0.3 mi Livery TrailHikeMTB0.2 mi Massie Gap TrailHike0.2 mi Comers Creek Falls TrailHike0.2 mi Deep Gap Spring TrailHike0.2 mi Pine Mountain Cabin TrailHike0.2 mi Lewis Fork Tie TrailHike0.1 mi

← All Grayson County trails

Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt October 25, 2026.