Trail Running Calendar Virginia 2025-2026

No Man's 50K is a women-only trail running endurance event held in Triangle, Virginia, featuring 25K and 50K distances. The course consists of two loops of approximately 15 miles each, designed as a great first-time ultramarathon route. Runners experience a mix of terrain with about 70% single track..

The Winter Conway Robinson 10k is a trail running event held at Conway Robinson State Forest Park in Gainesville, Virginia. The race features a scenic loop course through forest trails with some technical terrain and minor hills, with the 10k consisting of two laps of the 5k route. Walkers are welco..

Bel Monte Endurance Races take place in Lyndhurst, Virginia, amid the George Washington National Forest in the Blue Ridge Mountains. The event offers three distances: 50 miles, 50 kilometers, and 25 kilometers. Runners tackle a predominantly rugged course consisting of 95% single-track trails and mo..

The Dogwood Ultra Marathons, held at Twin Lakes State Park in Green Bay, Virginia, is a challenging multi-day event featuring a 3.42-mile rolling loop course with about 400 feet of elevation change and stream crossings. The race offers various distances and formats, including 10-mile runs, 12-hour a..

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..

Women's Trail Festival is a trail running and hiking event in Freedom Park, Williamsburg, Virginia, organized by Happy Cat Fitness. The festival features a competitive 10-mile loop on Saturday and a 10-mile hike on Sunday, plus an 8k hike on Saturday that uses the first portion of the course. The lo..

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..

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..

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-..

New River Trail Races in Fries, Virginia, are run entirely on 100% dirt, flat terrain along the New River and Chestnut Creek in the New River Trail State Park. Distances are 100k, 50k, 25k, and 10k, with all courses running out-and-back. The event features cupless aid stations stocked with electroly..

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..

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..

Long Creek 60k/30k takes place in Virginia Beach, VA, within First Landing State Park. The course covers all nine scenic trails: Long Creek, White Hill Lake, Cape Henry, Kingfisher, Osmanthus, Bald Cypress, High Dune, Fox Run, and Osprey. Runners traverse maritime forests, cypress swamps, salt marsh..

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’..

Virginia Run for Cancer is a 24-hour running event in Hampton, Virginia at 1255 Big Bethel Road. It offers 24-hour solo and team formats with a 3.75-mile flat dirt nature park trail lap that participants complete repeatedly. The course is USATF-certified (VA12075RT) and walkers of all abilities are..

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..