Trail Running calendar near Gordonsville 2025-2026

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..

Terrapin Mountain, held in Sedalia, Virginia, offers a 50k and half-marathon across the spring-time trails of Terrapin Mountain, White Oak Ridge, Goff Mountain, and Hunting Creek. Regarded as spring favorites, these races are celebrated for challenging yet beautiful terrain and a welcoming community..

Capital Backyard Ultra is a Last Runner Standing race held at Meadowood Special Recreation Management Area, 10702 Harley Rd., Lorton, Virginia, near Washington, DC. The course is a 4.167-mile loop that runners complete in succession, with the field reduced until only one remains, who must finish one..

The Sheetz-to-Sheetz Trail Run is a 14-mile untimed point-to-point trail run held in King George, Virginia. Starting at a Sheetz convenience store near King George Middle School, the course follows rural roads briefly before transitioning to the flat, well-marked Dahlgren Railroad Heritage Trail, a..

The Bull Run Run 50 is a trail race of 50 miles scheduled for April 4, 2026, in Clifton, Virginia. The event is organized by volunteers from the Virginia Happy Trails Running Club and was established in 1993. The listed entry fee is $125 and a 13 hour time limit applies. Registration is planned to..

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 Trail Demon 10k is a challenging trail running event held at Dirt Farm Brewing in Bluemont, Virginia. The course features a technical forest trail loop with tree roots, rocks, and elevation changes, offering scenic views and a demanding workout. Runners can choose between the 5k or 10k distances..

James River Trail Runs takes place at James River State Park in Gladstone, Virginia. In its fourth year, the event offers 10-mile, 50K, 50-mile relay, and 50-mile solo distances, plus a 10-mile night race. The 10-mile loop climbs about 1,025 feet per loop: the first five miles on single- and double-..

April 18, 2026, Sip & Stride 5k & 10k returns to Southern Revere Cellars in Louisa, Virginia, for a winery-style cross-country race. The 5k is two laps and the 10k four laps around the winery property, featuring mostly flat terrain with no major hills. Seven water stations along the 10k and three on..

Mountain & Vine Vineyard 3k, 6k, & 9k takes place at Mountain & Vine Vineyards in Faber, Virginia (500 Delfosse Winery Ln.). The course loops the winery property: 3k is one lap, 6k two laps, and 9k three laps, delivering a hilly but scenic route with vineyard views. The atmosphere emphasizes a welco..

Barrel Oak 3k & 6k is a cross-country running event at Barrel Oak Winery in Delaplane, Virginia. The course winds through vineyard grounds with gravel sections and rolling hills, and the 6k is two laps of the 3k route. Walkers and leashed pets are welcome.Runners receive a glass of wine, a finisher’..

The event is a 5k held on April 26, 2026 at Bluemont Station Brewery & Winery in Bluemont, VA (18301 Whitehall Estate Ln). Points from the race count toward the Year-Long 5k & Back of the Pack Series and the Sippin Series. A virtual race option is available. Walkers are permitted. Registere..

MMT 100 is a rugged, rocky ultramarathon on the Massanutten Mountains in Virginia’s George Washington National Forest, Shenandoah Valley. The 100-mile course includes short but steep climbs and more than 18,500 feet of total ascent, demanding endurance and technical footing. The race starts and fini..

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..

The OSS/CIA 50 Mile Night Run is a challenging ultramarathon held in Prince William Forest Park, Virginia, a historic site once used to train World War II OSS spies. The race features a 25+ mile loop primarily on single-track trails, fire roads, and several bridge and road crossings, which runners c..

The 3H Trail Half Marathon + DHRT 50K is scheduled for Saturday, August 8, 2026, in King George, VA (4224 University Drive, 22485). The event features two races: 3H Trail Half Marathon Dahlgren Heritage Rail Trail 50K Registration opens October 1, 2025. The half marathon fee is listed at $65 and..

The Inferno 5k & 10k, held at Dirt Farm Brewing in Bluemont, Virginia, offers a rugged forest-trail challenge for runners of all paces. The course is a loop behind the brewery, with the 5k completing one loop and the 10k two, featuring steep climbs, exhilarating descents, and technical sections over..

Odyssey Adventure Racing lists a Land Navigation Clinic in Roanoke, VA with sessions on March 29, 2025 and October 25, 2025. The offering is presented as a navigation clinic focused on land navigation skills. The clinic appears in the site's Navigation Clinics section alongside other navigation for..

Halloween Horror 5k & 10k returns to Conway Robinson State Forest Park in Gainesville, VA, offering a forest trail race with a Halloween theme. The event features 5k and 10k distances, with the 10k being two laps of the 5k course. The loop route traverses forest trails with technical sections and mi..