Trail Running calendar near Keswick 2025-2026

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 on the hour, with runners competing until only one remains. The event emphasizes camaraderie and support among experienc..

The Barrel Oak 6k is a challenging running event set in the scenic Barrel Oak Winery, featuring a cross-country route that includes gravel roads and hills. Participants can enjoy a fun atmosphere, with options for both runners and walkers, as well as leashed pets. The event supports the Semper Fi an..

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, single track trails, and more. Established in 1979, this event emphasizes tradition and community, being entirel..

The National Trails Day 5K in Rice, Virginia, is a celebration of outdoor activity and community spirit, taking place at High Bridge Trail State Park. This event features a scenic out-and-back course across the historic High Bridge, designed for both runners and walkers. Participants can enjoy the c..

The Crooked Run Valley 10k is a scenic running event taking place in Sky Meadows, Delaplane, VA. Scheduled for June 8, participants can also opt for a 5k distance. The race features a challenging trail with roots and rocks, and runners will receive a finisher's medal, a technical event shirt, and ch..

The Night Train 50K and Half Marathon is an exciting running event taking place on June 14, 2025, at High Bridge Trail State Park in Farmville, VA. Participants can choose from three distances: a 50K, a half marathon, and a sunset 5K. The course features a scenic route along an old rail trail, showc..

The OSS/CIA 50 Mile Night Run is a unique endurance event set in the historic Prince William Forest Park, which served as a training ground for the OSS, the precursor to the CIA. Participants will tackle a challenging 50-mile course that consists of a 25+ mile loop run twice, primarily on single-tra..

The High Bridge Challenge is an exciting running event taking place on the scenic High Bridge Trail State Park in Virginia. Participants can choose from various race combinations, including distances of 26K, Marathon, 100K, and 150K, by completing both the Night Train and Freight Train races. The Ni..

The Winery 10k is part of the 53rd Winery's annual running event, which also includes a 5k race. This event takes place at the scenic 53rd Winery in Louisa, Virginia, and features a cross-country course around the vineyards. Participants can enjoy a chip-timed race, receive a finisher's medal, a tec..

Leopold's Preserve 10k is a trail running event taking place at Leopold's Preserve in Haymarket, Virginia. Participants can enjoy a scenic course that features a mix of dirt paths and natural terrain. The event is part of a series where points are accumulated towards year-long competitions.Runners r..

The Dahlgren Heritage Rail Trail 50K is a challenging trail race set to take place in King George, Virginia, on August 2, 2025. Participants will navigate a flat, well-maintained course primarily composed of dirt, grass, and gravel, providing a scenic and shaded running experience. The race features..

The Jarmans Invitational Marathon, held in Crozet, Virginia, is a unique and challenging 30-mile race that takes place on the first or second Saturday of August. The course features a steep gravel road with significant elevation gain, requiring runners to complete multiple laps. Participants can exp..

The DHRT 50K is an exciting trail running event set in King George, Virginia, taking place on August 2, 2025. This challenging race traverses the scenic Dahlgren Railroad Heritage Trail, offering participants a flat and well-maintained course primarily shaded by trees. Runners will face the added ch..

The 3H Trail Half Marathon, scheduled for August 2, 2025, in King George, VA, offers participants a scenic out-and-back course along the Dahlgren Railroad Heritage Trail. This flat and smooth trail, ideal for running, features a variety of surfaces and is shaded by trees, providing a comfortable env..

The Merrie Mill Farm & Vineyard 10k is a scenic running event taking place at the picturesque Merrie Mill Farm & Vineyard. Participants can enjoy a challenging course that includes notable hills, flat gravel, and paved roads. The event welcomes both runners and walkers, with a virtual race option av..

The Orchard Dash 10k, taking place at Albemarle CiderWorks, offers runners a unique cross-country experience with a challenging course featuring hills. Participants can enjoy a post-race glass of cider, a finisher's medal, and a technical event shirt. The event supports Albemarle CiderWorks and incl..

The Odyssey Trail Running Rampage is an exciting trail running event taking place at Douthat State Park in Millboro, Virginia. Scheduled for September 6, 2025, the event features four race distances: a 50K Ultra, a Marathon, a Half Marathon, and a Six-Miler. Participants will experience challenging..

The 12-Hour Adventure Trail Run, hosted by Athletic Equation, takes place in Prince William Forest Park, Virginia. This annual event challenges participants to cover as much distance as possible within a 12-hour timeframe on a 6.5-mile looped course featuring diverse terrain, including single track..

The Valley View Hard Cider Challenge Half is a running event held at Valley View Farm, featuring challenging courses that combine cross country, trail, and hilly terrain. Participants can choose from a half marathon, 10k, or 5k, with points awarded towards various year-long series. Runners receive a..

The Grindstone Running Festival by UTMB is an exciting trail running event set in the picturesque Shenandoah Valley, featuring courses through national forests adorned with stunning fall foliage. Participants can choose from four challenging distances: 100M, 100K, 50K, and 21K, catering to runners o..