Trail Running calendar near Chesterfield 2025-2026

The Virginia Run for Cancer is a unique running event scheduled for April 26, 2025, in Hampton, VA. Participants can choose to compete individually or as part of a team in a 24-hour race format. The event aims to raise funds for the American Cancer Society, with a lifetime total of $310,000 raised t..

The Dahlgren Trailblazer is an annual community bike event held in King George, Virginia. Participants embark on a friendly 8-mile ride starting from the trailhead at 10431 Bloomsbury Road, turning around at 9274 Comorn Road. The event is organized by the Friends of the Dahlgren Railroad Heritage Tr..

The Dominion Energy Riverrock Trail Running Events, taking place from May 16 to May 18, 2025, in Richmond, VA, features a variety of races including the Belle Isle Blitz (5k), James River Scramble (10k), and Bust the Banks Half Marathon. This outdoor sports festival, organized by Sports Backers and..

The Happy Tail Wine Trail 5k is a fun and engaging running event held at 53rd Winery in Louisa, Virginia. Participants can choose from a 5k run, a 1-mile fun run for children ages 5-13, or a 1-mile Dog Jog, allowing them to bring their furry friends along. The event supports the Louisa Humane Societ..

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 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 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 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 Night Owl 9K is an exciting running event taking place at Freedom Park in Williamsburg, VA. This challenging race features a mix of single track, fire road, and paved trails, with rolling hills and technical sections. Participants can enjoy a post-race party with beer and pizza, and all finisher..

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..

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 Dahlgren Heritage Rail Trail 50K is an exciting endurance race set in King George, Virginia, taking place on August 2, 2025. This flat and well-maintained trail, primarily shaded, offers a scenic out-and-back course along the Dahlgren Railroad Heritage Trail. Participants will navigate a variety..

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 Terrible Twelve is a unique 12-hour running event taking place in Williamsburg, VA, where participants can walk or run on a scenic 3.7-mile loop trail. This self-supported race encourages camaraderie, as runners are required to volunteer for an hour during the event, helping fellow participants..

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 Pawpaw 10 Miler and 5 Miler is an exciting running event taking place at Powhatan State Park, Virginia, as part of the annual Pawpaw Festival. This year marks the third edition of the race, which celebrates the park's 10th anniversary. Participants can choose between a scenic 10-mile course and..

The Rehab Rover Canicross and Trail Race is an exciting event taking place in Gordonsville, Virginia, featuring a 10K, 5K, a casual dog-friendly 5K, and a virtual 5K option. Scheduled for October 4, 2025, this race promotes the bond between participants and their dogs as they navigate scenic trails..

The Pocahontas Trail Festival is a running event taking place at Pocahontas State Park in Chesterfield, Virginia. Scheduled for October 5, 2025, the festival features a Half Marathon and a 10k race, both designed to showcase the park's scenic trails. Participants will enjoy professionally timed race..

The Piedmont 8 Hour is an exciting trail running event held at Powhatan State Park, celebrating its 10th year. Participants will navigate a scenic 2.7-mile loop featuring gentle elevation changes, open meadows, and forested areas, all while enjoying the beautiful fall foliage. Runners can expect aid..