Trail Running calendar near Williamsburg 2025-2026

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 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 Last Stand Army Backyard Ultra is a challenging endurance race held in Midlothian, Virginia, on Flag Day, June 14, 2025, to honor the 250th Birthday of the U.S. Army. Participants run a 4.167-mile loop every hour on the hour, continuing until only one runner remains to complete a final loop.The..

The Night Owl 9K is a challenging trail race held at Freedom Park in Williamsburg, Virginia. The 9-kilometer course features a mix of single track, fire road, and paved trails with rolling hills and technical sections including roots and twists, offering a mountain bike trail-like experience. The ra..

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 a scenic trail race held in King George, Virginia, on August 2, 2025. Participants will run on the flat, well-maintained Dahlgren Railroad Heritage Trail, which features mostly shaded, solid footing surfaces like dirt, grass, and crushed stone. The course is a..

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 Terrible Twelve is a 12-hour self-supported trail running event held at the Warhill Nature Trail in Williamsburg, Virginia. Participants run or walk as many 3.7-mile loops as possible on a crushed gravel course featuring rolling hills and scenic views, though personal lighting is required for ni..

The One Mile With a Smile 12 Hour Endurance Run is a flexible race held at Oak Grove Lake Park in Chesapeake, VA. Participants can run as much or as little as they wish within a 12-hour period, completing laps on a 1.5-mile unpaved, flat loop that offers scenic views of the lake, forest, and wildlif..

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 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..

The Greensprings 24 is a 24-hour endurance race held in Williamsburg, VA, starting on October 25, 2025. Participants can run, walk, or crawl on a scenic, flat, crushed gravel loop course, with each loop measuring 2.215 miles. The event encourages runners to reach personal milestones such as 50 miles..

Haunts & Hallows is a half marathon trail race held in Virginia Beach, VA, at First Landing State Park. The course features gently rolling trails with about 300 feet of elevation gain, including roots, bridges, and sandy sections, offering scenic and varied terrain. The event fosters a supportive co..

The Noland Trail 50K & Relay is a unique running event held in Newport News, Virginia, within The Mariners’ Museum Park. Participants can choose to run the solo 50K race or join a relay team of 2 to 6 members to complete six laps on the scenic Noland Trail, with short course sections before and afte..

The Pocahontas Half is a scenic race held at Pocahontas State Park near Richmond, featuring a half-marathon course along the wooded Bright Hope Trail. The event also includes 5k and 10k races, with courses that are primarily forest trails composed of dirt and pine needles, offering a softer running..

The Mel Williams Memorial Seashore 50K, presented by Brooks, is a trail running event taking place at First Landing State Park in Virginia Beach. This challenging race features a two-loop course, with participants passing through two fully stocked aid stations multiple times. Runners will receive a..

The Snowy Owl 10 Mile is a challenging trail race held at York River State Park near Williamsburg, VA. The course features a mix of terrain including five miles of technical single track trails, about three-quarters of a mile on paved road, and the remainder on dirt fire road trails. Runners will en..

The Dahlgren Trail Half Marathon is a scenic running event taking place on the Dahlgren Railroad Heritage Trail in King George, Virginia. This half marathon features a flat, out-and-back course that showcases the natural beauty of the area. Participants can enjoy cash prizes, custom finisher medals,..