Trail Running calendar near Leonardtown 2025-2026

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 Dark Side 8 Hour Ultra is an annual trail running event held at Little Bennett Park in Clarksburg, MD. Participants can run a 5.5-mile loop on scenic single-track trails for a total of eight hours, making it suitable for both competitive runners and those looking to enjoy the outdoors. The event..

The Paradise Springs 10k is a challenging trail running event held at Hemlock Overlook Park, featuring a scenic course with significant elevation changes and technical sections. Participants can enjoy a glass of wine from Paradise Springs Winery post-race, along with a finisher medal and a technical..

The Spring Backyard Burn Trail Run at Wakefield Park is part of a series of trail running races in Northern Virginia, featuring 5 and 10-mile courses. Set in a scenic location near the Capital Beltway, the event offers a mix of single-track and double-track trails, along with stream crossings, makin..

The Bigfoot Endurance 5 & 10 Mile Trail Race takes place at Rockburn Branch Park in Elkridge, Maryland. Participants can choose between a 5-mile run, a 10-mile run, or a 2-person relay for the 10-mile distance. The terrain is designed to be easy to moderate, making it suitable for both novice and ex..

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 MCRRC Seneca Creek Greenway Trail Marathon & 50K is a running event scheduled for March 8, 2025, in Gaithersburg, Maryland. Participants can choose between two challenging distances: a marathon and a 50K. This event is organized by the Montgomery County Road Runners Club (MCRRC) and aims to prov..

The Perfect Day 50K is an exciting endurance running event held at Massanutten's Western Slopes, where participants run a 5K every hour for 10 hours. This unique challenge allows individuals and teams to compete, with options for alternating loops or completing consecutive hours. The course features..

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..

No Man's 50K is a unique trail running endurance challenge designed exclusively for women, with the support of family and friends. Established in 2016, the event aims to promote female participation in trail races. Participants can choose between two distances: 25K and 50K, with a generous 9-hour cu..

The Spring Backyard Burn Trail Run at Laurel Hill is set to take place on March 16, 2025, in Lorton, Virginia. This event features two race options: a 5-mile and a 10-mile course, both of which traverse a scenic mix of forested and open meadow singletrack across 1,600 acres of former prison grounds...

The Blades Trail Race is a 10-mile running event taking place in Pocomoke, MD, on March 16, 2025. Set in the scenic Pocomoke State Forest, participants can enjoy a beautiful course surrounded by laurel and pine trees. The race emphasizes sustainability by being a cupless event, encouraging runners t..

The Molon Lave 5k is a scenic running event held at Molon Lave Winery, featuring a cross-country course that welcomes both runners and walkers. Participants can choose to run in person or opt for a virtual race option. Each runner receives a finisher's medal, a technical event shirt, and a glass fro..

The Battle of Kelly's Ford is a cross-country running event taking place at the scenic Kelly's Ford Inn in Remington, Virginia. Participants can choose between two races: a 6Km race for women and girls, and an 8Km race for men and boys. The course features a 2Km loop that combines close-cut grass an..

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 Miocene Epic Endurance Challenge is an annual trail race held at Calvert Cliffs State Park in Lusby, Maryland, featuring a scenic loop course along the Chesapeake Bay. Participants have 6 hours to complete as many laps as they wish, with a distance of approximately 5 miles per loop. Runners rece..

The B&A Trail Marathon and Half Marathon is a well-supported running event taking place in Severna Park, Maryland. Scheduled for March 30, 2025, it features both a full marathon and a half marathon, with courses that are USATF certified, including a Boston qualifier for the marathon. The race begins..

The Rosaryville Half Marathon and 10K Trail Run is set to take place at Rosaryville State Park in Upper Marlboro, MD, on March 30, 2025. This event features a half marathon and a 10K race, both designed to be beginner-friendly while offering a fun and challenging terrain. The courses wind through be..

The Sheetz-to-Sheetz Trail Run is a unique 14-mile point-to-point running event held in King George, Virginia. This untimed race begins at a Sheetz convenience store and winds through scenic farmland and forests, concluding at another Sheetz location in Dahlgren. Participants enjoy a relaxed atmosph..