Trail Running calendar near Chesterfield 2025-2026

The Greensprings 24 is a 24-hour endurance race held in Williamsburg, VA, benefiting The Arc of Greater Williamsburg, a nonprofit supporting adults with developmental disabilities. The race features a USATF-certified 2.215-mile loop course on mainly flat, scenic, crushed gravel trails with minimal e..

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 or join a relay team of 2 to 6 members, collectively completing six laps on the scenic Noland Trail, with short course sections before..

The Harvest Hustle 10k in North Garden, Virginia, is a cross-country trail run held at Walnut Creek Park near Charlottesville. Featuring a new course with varied terrain, runners encounter elevation changes, rocks, and roots, making for a challenging and scenic experience. The event offers both 5k a..

The Lake Anna Turkey Trot Half is a scenic and challenging race held at Lake Anna State Park, featuring a half marathon, 10k, and 5k courses. The half marathon is an out-and-back trail race with a 3-hour and 15-minute time limit, while the 10k and 5k courses combine trail and paved roads. Participan..

The Freight Train 100k/50k is a winter ultramarathon held in Farmville, Virginia, featuring race distances of 100 kilometers, 50 kilometers, and a half marathon. The course follows a relatively flat rail trail with less than 1500 feet of elevation gain for the 100k, making it a fast and accessible r..

The Freight Train Ultra Marathon is held at High Bridge Trail State Park in Farmville, Virginia. It offers three distances: a half marathon, 50k, and 100k, all on a flat rail trail with under 1000 feet of elevation gain. The course features scenic stretches including the iconic High Bridge, with aid..

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 Tinsel Trot 10k in Louisa, VA, is a festive cross-country running event held at Southern Revere Cellars. The course loops around the winery property, with the 10k consisting of four laps and the 5k two laps, featuring mostly flat terrain with no major hills. Participants receive a technical even..

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,..

The ICY-8 Spotsylvania Courthouse is an endurance trail running event held at Lake Anna State Park in Spotsylvania, Virginia. Featuring an 8-hour adventure trail run and a new half marathon+ option, the event offers a figure-8 course composed of three loops: an 8.0-mile long loop, a 4.7-mile loop, a..

The Holiday Lake 50K, held in Appomattox, Virginia, is a well-established ultra trail race founded in 1996. It features a scenic loop course around Holiday Lake, combining country roads and trails, making it ideal for first-time ultra runners as well as seasoned athletes. The event also offers 10K a..

The Virginia Run for Cancer is a 24-hour solo and team ultramarathon held in Hampton, Virginia, featuring a USATF-certified 3.75-mile all-dirt nature park trail. The event welcomes runners and walkers of all abilities, offering a flat course ideal for endurance running. Participants can compete indi..