Trail Running calendar near Chesterfield 2025-2026

The Willis River event in Cumberland, VA, offers a unique running experience with three distance options: 50K, 35K, and 20K. Participants will navigate the scenic Willis River Trail, featuring stream crossings and rolling hills, ensuring an adventurous challenge. This free event encourages runners t..

The ICY-8 event in Spotsylvania, VA, is an exciting trail running competition that features an 8-hour adventure trail run and a new HALF MARATHON+ option. Set against the scenic backdrop of Lake Anna State Park, participants can choose from various loop courses, including 8.0 miles, 4.7 miles, and a..

The Walnut Creek 10 Miler is part of the inaugural Walnut Creek 5 & Dime event, taking place in North Garden, Virginia. This winter race is designed for participants of all ages and skill levels, featuring a scenic course that showcases the beautiful trails of Walnut Creek Park. The route consists o..

The Dahlgren Trail Half Marathon is a scenic running event taking place on February 15, 2025, along the 16-mile Dahlgren Railroad Heritage Trail in King George County, Virginia. This flat, out-and-back course offers participants a chance to enjoy the natural beauty of the area while competing for ca..

The Holiday Lake 50K is an exciting ultra-running event taking place in Appomattox, Virginia, featuring 50K, 25K, and a 10K+ option. The course includes scenic trails around Holiday Lake and country roads, making it suitable for both seasoned runners and those new to ultra events. Participants can e..

The RRRC Bear Creek 10 Mile Trail Run is an exciting trail race organized by the Richmond Road Runners Club, taking place at Bear Creek Lake State Park in Cumberland, Virginia. The event features a challenging 10-mile loop course that traverses the scenic piedmont hills and includes a mix of single-..

The Saint Marys Lake Trail Series is an exciting running event taking place in Leonardtown, MD, featuring three race distances: 50K, 34K, and 17K. Set against the scenic backdrop of Saint Mary’s Lake and the surrounding Salem Forest, participants will navigate a roughly 10.5-mile loop that combines ..

The Robious Landing 3 Miler is a trail running event taking place at Robious Landing Park in Midlothian, Virginia. Scheduled for March 2, 2025, the event features both an in-person race and a virtual option, allowing participants to run at their convenience from March 1 to March 3. This race emphasi..

The Running Ravens 5k is a fundraising event scheduled from March 7 to March 10, 2025, in Chester, Virginia. Participants can choose to run the 5k in person or opt for a virtual race. The course will traverse a cross-country trail, which is not suitable for strollers, dogs, or wheelchairs. Registrat..

The Naked Creek Trail Race, scheduled for March 8, 2025, in Earlysville, VA, features two main events: a 25K and a 10K race. Both courses are predominantly wooded, offering approximately 90% single and double track trails, with stunning views of the South Fork Rivanna River Reservoir and the Blue Ri..

The Last Stand Loch Lothian Backyard Ultra is an exciting endurance event set to take place in Midlothian, Virginia. This unique race challenges participants to complete a 4.18-mile loop within one hour, with the goal of being the last runner standing. The event is designed for both seasoned ultra-r..

The Dogwood Ultra Marathons, celebrating its 10th year, offers a variety of endurance events at Twin Lakes State Park in Virginia. Participants can choose from 10-mile, 12-hour, 24-hour, and 48-hour races, including solo and relay options. The course features a 3.35-mile loop with elevation changes ..

The Sip & Stride 10k is a running event taking place at Southern Revere Cellars, featuring both 5k and 10k distances. Participants can enjoy a scenic cross-country course, with the 10k consisting of four laps around the winery property. Runners receive a technical event shirt, a glass of wine or bee..

The Women's Trail Festival is a two-day running and hiking event taking place at Freedom Park in Williamsburg, VA. Scheduled for March 29-30, 2025, the festival features a competitive 10-mile trail race and an 8k trail hike, along with non-competitive options for both distances. Participants can enj..

The Mountain & Vine Vineyard 9k is a scenic running event taking place at the picturesque Mountain & Vine Vineyards. Participants can choose from three distances: 3k, 6k, and 9k, with the 9k course featuring challenging hills and stunning views. Runners will receive a glass of cider, a finisher meda..

The Sheetz-to-Sheetz Trail Run is a unique 14-mile untimed race held in King George, Virginia, designed to benefit local charities. Participants start at one Sheetz convenience store and finish at another, traversing the scenic Dahlgren Railroad Heritage Trail. The event emphasizes enjoyment over co..

The Wisdom Oak Winery 10k is a scenic running event held at the picturesque Wisdom Oak Winery, featuring a challenging cross-country course that includes rolling hills and gravel roads. Participants can enjoy a glass of wine post-race, along with a finisher's medal and a technical event shirt. The e..

The 1781 Brewery 10k is a scenic cross-country trail run taking place at the historic 1781 Brewing Company, located on the Chancellorsville and Wilderness battlefields. Participants can enjoy a challenging course with hills, and both runners and walkers are welcome. Each participant receives a finis..

The James River Trail Runs is an exciting ultra-running event taking place at James River State Park, featuring a variety of distances including a 10 miler, 50K, and 50 mile options, both solo and in relay format. The race offers a unique loop course that combines challenging climbs with scenic view..

The Virginia Run for Cancer is a unique running event scheduled for April 26, 2025, in Hampton, VA. Participants can choose to compete solo or as part of a team in a 24-hour race, with awards for top finishers and special recognition for fundraising efforts. The event has raised over $310,000 for th..