Trail Running calendar near Leonardtown 2024-2025

The Algonquin 50K is a trail running event taking place in Pocomoke City, MD, on February 8, 2025. This race offers a flat, fast course ideal for both first-time ultra runners and seasoned participants looking to achieve a personal best. The course is primarily composed of trails, with well-stocked ..

The Dahlgren Trail Half Marathon is set to take place on February 15, 2025, in King George, Virginia. This scenic race follows a 16-mile trail that was once a railroad line, offering participants a flat and smooth course ideal for running. The event is limited to the first 225 registrants and featur..

The Saint Marys Lake Trail Series is a running event held at Saint Mary’s Lake in Leonardtown, MD, featuring distances of 50K, 34K, and 17K. The course consists of a scenic 10.5-mile loop that combines single-track trails, forest roads, and crushed gravel paths, with a total elevation gain of approx..

The Dark Side 8 Hour Ultra is an annual trail running event held at Little Bennett Park in Clarksburg, MD. Participants can run as many laps as they wish on a scenic 5.5-mile loop, primarily on single track trails. This timed event encourages runners to enjoy the outdoors as spring approaches. The r..

The MCRRC Seneca Creek Greenway Trail Marathon & 50K is a running event scheduled for March 8, 2025, in Gaithersburg, Maryland. This event offers participants the choice between a marathon and a 50K race, catering to various levels of endurance runners. Registration is currently open, allowing inter..

No Man's 50K is a unique trail running endurance challenge designed exclusively for women, held at the Telegraph Road Pavilion in Triangle, VA. Established in 2016, the event aims to promote female participation in trail races, inspired by a young girl's observation about the lack of women in such e..

The Blades Trail Race is a 10-mile running event held in Pocomoke, MD, set against the scenic backdrop of the Pocomoke State Forest. Participants can enjoy a lush environment filled with laurel, pine trees, and moss while navigating the trails. The race emphasizes sustainability by being a cupless e..

The Molon Lave 5k is a scenic cross-country running event set to take place at Molon Lave Winery. Participants can enjoy a beautiful 5k course while earning points towards various year-long series. The event welcomes both runners and walkers, and a virtual race option is available for those unable t..

The Women's Trail Festival is a running and hiking event taking place in Williamsburg, VA, on March 29-30, 2025. The festival features a variety of activities, including a competitive 10-mile trail race and an 8k trail hike, both offered in non-competitive formats. Participants can enjoy educational..

The Sip & Stride 10k is a running event scheduled for March 29, 2025, at Southern Revere Cellars in Louisa, VA. Participants can enjoy a scenic cross-country course, completing four laps for the 10k distance. Runners will receive a glass of wine or beer, a technical event shirt, and chip timing.The ..

The B&A Trail Marathon and Half Marathon is a popular running event taking place in Severna Park, Maryland. Scheduled for March 30, 2025, this race features both a full marathon and a half marathon, attracting participants of various skill levels. The course primarily runs along the scenic B&A Trail..

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 Bull Run Run 50 Miler is a challenging trail running event held in Clifton, Virginia, set to take place on April 5, 2025. This 50-mile race winds through a picturesque linear park alongside the Occoquan River and the historic Bull Run, showcasing the area's natural beauty during spring. Particip..

The Chopawamsic Challenge is an exciting 50K and 100K trail running event held in Prince William Forest Park. This race offers generous time cut-offs, making it suitable for both seasoned ultra-marathoners and those looking to extend their trail running experience. The course features predominantly ..

Run to Remember is a commemorative running event held at Piney Run Park in Sykesville, MD, featuring various race options including a 50K, 50K Relay, 25K, 5 Mile, and an 8 Hour Challenge. This event honors the memory of cherished members who have passed away, encouraging participants to challenge th..

The Farm Park Challenge is a unique running event held at the Agricultural History Farm Park in Derwood, Maryland. Participants can choose from various challenges, including a 3-hour, 6-hour, or 10-hour loop format, as well as a traditionally timed marathon and a new 25K option in 2025. Each loop is..

The Capital Backyard Ultra is a unique endurance running event held in Lorton, Virginia, designed for a maximum of 60 participants. The race features a 4.167-mile loop that starts on the hour, every hour, until only one runner remains. With a focus on supporting runners in achieving their personal b..

The OSS/CIA 50 Mile Night Run is a unique endurance event held in Prince William Forest Park, Virginia, a historic site used for training spies during World War II. Participants tackle a challenging 50-mile course, consisting of a 25+ mile loop run twice, primarily on single-track trails. The event ..

The Dahlgren Heritage Rail Trail 50K is a challenging trail race set in King George, Virginia, scheduled for August 2, 2025. This event is part of the 2025 King George Trail Series, which includes three unique races. Participants will navigate a flat, well-maintained course primarily composed of dir..

The 3H Trail Half Marathon, scheduled for August 2, 2025, takes place in King George, Virginia, along the scenic Dahlgren Railroad Heritage Trail. This flat and smooth course, ideal for runners, features a variety of surfaces and is predominantly shaded by trees. Participants can expect a well-organ..