Trail Running calendar near Leonardtown 2024-2025

We have found 45 Trailruns within 80 miles of Leonardtown. See below where and when you can find the races.

The Winter Lake Anna Half is a scenic running event held at Lake Anna State Park, featuring a half marathon, 10k, and 5k courses. The half marathon consists of a mix of trail and paved road, with a time limit for completion. Participants receive a finisher's medal, a technical event shirt, and enjoy..

The Fall Backyard Burn Trail Run at Hemlock Overlook is scheduled for December 8, 2024, in Clifton, VA. This event features two race distances: a 5-mile and a 10-mile trail run, set in a picturesque 425-acre park along the historic Bull Run. The course includes a mix of hiking trails, dirt roads, an..

The 2024 Santa's Summit 7k & 7.5 Miler takes place at Bull Run Marina, featuring a scenic and challenging course along the Bull Run Occoquan Trail. Participants can choose between two distances, with both events contributing points to year-long running series. Runners will receive a finisher's medal..

The Tinsel Trot 10k in Louisa, VA, is a festive running event taking place at Southern Revere Cellars. Participants can enjoy a scenic cross-country course, completing four laps around the winery property. Runners receive a technical event shirt, a glass of wine or beer, and chip-timed results.The e..

The Pocahontas Half is a scenic running event held at Pocahontas State Park, featuring a half-marathon, 10k, and 5k. Participants can enjoy a beautiful forest trail run, which includes a mix of dirt and pine needles, with some minor hills. The event welcomes walkers and strollers, and a virtual race..

January 2025

The Mid-Maryland Trail Festival features a challenging 50K race, consisting of six loops of approximately 5.179 miles each, set in a scenic wooded trail. Participants can choose to run the entire distance solo or form relay teams of up to six members to share the challenge. The event, taking place a..

The Leesylvania 10k is a trail running event taking place at Leesylvania State Park, featuring a scenic course with some hills and a small staircase. Participants can earn points towards the Year-Long 5k, 10k, and Winter Series. Runners receive a finisher's medal, a technical event shirt, and chip t..

The Snowy Owl 10 Mile is a trail race set in the scenic York River State Park in Williamsburg, VA, scheduled for January 5, 2025. Participants will navigate a challenging course featuring a mix of technical single track, dirt fire roads, and scenic boardwalks, with an elevation gain of approximately..

The Winter Conway Robinson 10k is a trail running event taking place at Conway Robinson State Forest Park. Participants can enjoy a scenic loop route featuring technical terrain and minor hills. The event includes both a 10k and a 5k option, with points contributing to various series standings.Runne..

The Angela Ivory Memorial Runs take place at Killen's Pond State Park in Felton, DE, featuring a 50K, 24-hour, and 100-mile race. The course consists of a 3.10-mile dirt loop with minimal technical challenges, making it accessible for various runners. This event is self-supported, emphasizing commun..

February 2025

The ICY-8 event in Spotsylvania, VA, is an exciting trail running adventure that offers participants the chance to challenge themselves in a beautiful natural setting. Scheduled for February 1, 2025, this event features a unique format where runners can choose from multiple loops, including a new IC..

The Algonquin 50K is a trail running event taking place on February 8, 2025, in Pocomoke City, MD. This race features a flat, mostly trail course that is ideal for both first-time 50K runners and those seeking a fast time. Participants can expect well-stocked aid stations every five to six miles, of..

The Saint Marys Lake Trail Series offers a scenic running experience in Leonardtown, MD, featuring 50K, 34K, and 17K distances. Set around a 250-acre freshwater lake, the event includes a main loop of approximately 10.5 miles through tranquil forests and along the lake's perimeter. Runners can expec..

March 2025

The Dark Side 8 Hour Ultra is an exciting 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 eve..

No Man's 50K is a unique trail running endurance challenge designed exclusively for women, with distances of 25K and 50K. 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 events. The race featur..

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 and experience. The race takes place on scenic trails, ..

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 minimal elevation changes, where the 10k involves four laps around the winery property. Runners receive a glass of wine or b..

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

April 2025

The Sheetz-to-Sheetz Trail Run is a unique 14-mile point-to-point running event held in King George, Virginia, aimed at benefiting local charities. Participants start at one Sheetz convenience store and finish at another, traversing scenic farmland and forest along the Dahlgren Railroad Heritage Tra..

The Bull Run Run 50 Miler is a challenging trail running event held in Clifton, Virginia, featuring a scenic 50-mile course that follows the Occoquan River and the historic Bull Run. Set against a backdrop of rolling forested terrain, the race takes place during the peak of spring, showcasing stunni..