Trail Running calendar near Crozet 2025-2026

The Terrapin Mountain race, held in Sedalia, Virginia, is a popular spring trail running event featuring a 50k and a half-marathon. For over 17 years, it has attracted runners to the scenic and challenging trails around Terrapin Mountain, White Oak Ridge, Goff Mountain, and Hunting Creek. Participan..

The Twisted Oak 8k is a cross-country running event held at Twisted Oak Farm Brewery in White Post, Virginia. The course features scenic views around the brewery property with minimal hills, where the 8k race consists of two laps. Participants enjoy a challenging yet beautiful run and receive a fini..

The Molon Lave 5k is a scenic cross-country running event held at Molon Lave Winery in Warrenton, Virginia. The course features three loops around the winery property, offering a fairly flat terrain with natural vineyard surroundings. Walkers are welcome, and a virtual race option is available for r..

The James River Trail Runs, held at James River State Park in Gladstone, Virginia, offer a variety of trail running distances including a 10 miler, 50K, 50 mile relay, and 50 mile solo race. The course consists of a challenging 10-mile loop featuring 1,025 feet of climbing, with the first half invol..

The Sip & Stride 10k is a cross-country running event held at Southern Revere Cellars in Louisa, Virginia. The course loops around the winery property, featuring a mostly flat terrain with no major hills. Participants in the 10k complete four laps, while the 5k involves two laps.Runners receive a te..

The Mountain & Vine Vineyard 9k is a scenic and challenging race held at Mountain & Vine Vineyards in Faber, Virginia. The event offers three distances: 3k, 6k, and 9k, with the 9k consisting of three laps around a hilly course featuring some tough summits and rewarding views. Participants receive a..

The Barrel Oak 6k is a scenic and challenging cross-country race held at Barrel Oak Winery in Delaplane, Virginia. The course features two laps of a 3k route that winds through vineyards, including gravel dirt roads and some hills, offering varied terrain and elevation. Walkers and leashed pets are..

The Massanutten Mountain Trails (MMT) 100 Mile Run is a challenging ultramarathon held in the Massanutten Mountains within Virginia’s Shenandoah Valley. Starting and finishing at Caroline Furnace Lutheran Camp in Fort Valley, VA, the rugged course features rocky trails and steep climbs totaling over..

The Dark Skies 100K is a challenging point-to-point trail race held in Pocahontas County, West Virginia, as part of the West Virginia Trail Fest. Starting at Seneca State Forest headquarters, the course features stunning views as runners pass the Seneca fire tower, traverse the Allegheny and Greenbr..

The Old Dominion 100 Endurance Run, held in Fort Valley, Virginia, is a challenging 100-mile race featuring a diverse course that includes pavement, gravel roads, single-track trails, ATV trails, logging roads, rocks, streams, and mud. This unique event tests runners' versatility across multiple ter..