Trail Running Calendar Virginia 2025-2026

The Fountainhead Half Marathon and 10K Trail Run, held in Fairfax Station, VA, offers challenging and scenic courses through Fountainhead Regional Park. Participants can choose between a half marathon (approximately 13.5 miles) and a 10K (approximately 6.9 miles), both featuring rugged terrain with ..

The Happy Tail Wine Trail 5k is a fun and engaging running event taking place at 53rd Winery in Louisa, Virginia, on May 24, 2025. Participants can choose from a 5k run, a 1-mile fun run for children aged 5-13, or a 1-mile Dog Jog, allowing them to bring their furry friends along. The event supports..

The Capital Backyard Ultra is a unique endurance running event held in Lorton, Virginia, designed for a maximum of 60 participants. The race features a 4.167-mile loop that starts every hour, continuing until only one runner remains. Participants are supported by experienced staff and professional c..

The Barrel Oak 6k is a challenging running event set in the scenic Barrel Oak Winery, taking place on May 31, 2025. Participants can enjoy a cross-country route that includes gravel roads and hills, with the 6k consisting of two laps of the 3k course. The event welcomes walkers and leashed pets, and..

The Conquer the Cove 25K and Marathon Trail Races, hosted by Mountain Junkies, will take place on June 1, 2025, at Sherwood Archers in Roanoke, Virginia. This event features both a challenging 25K and a marathon course, showcasing the scenic trails of Carvins Cove Natural Reserve, the second-largest..

The Taskinas Creek Half Marathon, set in York River State Park, Williamsburg, VA, offers a unique trail running experience. Scheduled for June 1, 2025, this event features a challenging course that includes single track trails, fire roads, and a short road section, with a time limit of 4.5 hours. Re..

The 8th Annual Dam Yeti 55K/50 Mile Endurance Run is a premier trail running event set in the scenic Appalachian region. This point-to-point race features a USATF certified course, starting at Whitetop Station and finishing at Sweetbay Brewing Co. in Abingdon, VA.Participants can expect a challengin..

The One Family Brewing 5k is a scenic running event taking place on June 7, 2025, at One Family Brewing in Lovettsville, VA. Participants will complete three laps around the brewery's cross-country course, with a virtual race option available for those unable to attend in person. Runners will receiv..

The Old Dominion 100 Mile Endurance Run is a challenging ultramarathon held annually in Virginia, featuring a diverse course that includes various terrains such as pavement, gravel roads, and single-track trails. Established in 1979, this event emphasizes tradition and community, being entirely volu..

The Crooked Run Valley 10k is a scenic running event taking place on June 8, 2025, at Sky Meadows in Delaplane, VA. Participants can enjoy a challenging course that includes roots, rocks, and gravel hills, as the 10k consists of two laps of the 5k route. Runners receive a finisher's medal, a technic..

The Night Train 50K and Half Marathon is an exciting running event taking place in Farmville, VA, featuring three distances: a 50K, a Half Marathon, and a sunset 5K. Set against the backdrop of the historic High Bridge Trail, participants will enjoy a scenic course that includes beautiful countrysid..

The OSS/CIA 50 Mile Night Run is a unique endurance event taking place in Prince William Forest Park, Virginia, on June 14, 2025. Participants will tackle a challenging 50-mile course that consists of a 25+ mile loop run primarily on single track trails, with some fire road sections. The event pays ..

The Jackson River Scenic Trail Marathon, Half Marathon, 10k, and 5k is a vibrant running event taking place in Covington, Virginia. Set along a USATF certified course, the race features a smooth crushed gravel surface, primarily flat terrain, and scenic views of the Jackson River, small communities,..

The High Bridge Challenge is a running event held at High Bridge Trail State Park in Farmville, VA, featuring multiple race distances including 150K, 100K, a marathon, and a 26K option. Participants can earn special awards by completing both the Night Train race in June and the Freight Train race in..

The Froggy Mountain 100 will take place in Galax on Friday 20 June 2025. You can run 100 miles.

The Winery 10k is part of the 53rd Winery 5k & 10k event, taking place on July 13, 2025, at the scenic 53rd Winery in Louisa, Virginia. This race welcomes both runners and walkers, offering a virtual option for those unable to attend in person. Participants will receive a glass of wine, a finisher's..

Leopold's Preserve 10k is a trail running event taking place on July 13, 2025, at Leopold's Preserve in Broad Run, Virginia. Participants can enjoy a scenic course that features a mix of dirt paths and natural terrain. The event is open to walkers and includes a virtual race option for those unable ..

The Hungry Mother Trail Run & Hike is an exciting outdoor event taking place at Hungry Mother State Park in Marion, Virginia. Scheduled for July 26, 2025, participants can choose from various activities, including a 7k Summit Hike, a 7k Summit Race, an 8 Mile Race, and a challenging 25k Race. The ev..

The 868 Estate Vineyards 10k is a scenic running event taking place on July 26, 2025, at the picturesque 868 Estate Vineyards. Participants can enjoy a challenging cross-country course featuring hills, with the 10k consisting of two laps of the 5k route. Runners will receive a glass of wine, a finis..

The 3H Trail Half Marathon, scheduled for August 2, 2025, takes place on the scenic Dahlgren Railroad Heritage Trail in King George, VA. This flat and smooth course, ideal for runners, features a variety of surfaces and is predominantly shaded by trees. Participants can expect a well-organized event..