About trails near Wintergreen, Virginia

18 named trails lie within about 25 miles of Wintergreen, covering 61.6 miles in total. 18 of them are tagged for hiking and 7 for mountain biking.

The closest is Connector Trail to the AT, about 0.1 miles away. 18 of them lie within 10 miles of town. The longest nearby is Torry Ridge Trail, at 13.9 miles. These trails fall in Augusta County and Nelson County.

What the trails near Wintergreen are like

By length, 5 are under a mile, 8 run 1 to 5 miles, and 5 are 5 miles or longer. 10 are loops, ending where they start; the longest is Torry Ridge Trail, at 13.9 miles.

Of the 6 with a difficulty rating, 2 easy and 4 moderate. Of the 18 with measured elevation, Torry Ridge Trail climbs the most, about 8,256 ft, and 10 gain 1,000 ft or more.

All 18 trails, nearest first

Connector Trail to the ATHikeAugusta County0.3 mi Catoctin Overlook TrailHikeAugusta County0.2 mi Torry Ridge TrailHikeMTBAugusta County13.9 mi Mau-Har TrailHikeNelson County6.5 mi Blue Loop Parking TrailHikeAugusta County1.9 mi Fire Road 306HikeNelson County1.3 mi Lakeside TrailHikeAugusta County2.4 mi Cliff TrailHikeMTBAugusta County1.5 mi Dam TrailHikeMTBAugusta County0.6 mi Blue Loop Water Tank TrailHikeMTBAugusta County3.3 mi White Rock Gap TrailHikeMTBAugusta County5.1 mi Slacks Overlook TrailHikeMTBAugusta County10.0 mi White Rock Falls TrailHikeNelson County2.3 mi White Rocks Falls TrailHikeNelson County2.3 mi Crabtree Falls TrailHikeNelson County5.5 mi The Priest Shelter TrailHikeNelson County0.1 mi Shoe Creek TrailHikeMTBNelson County4.1 mi Spy Rock TrailHikeNelson County0.4 mi

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Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt October 4, 2026.