Trail Running calendar near Leonardtown 2025-2026

The Fall Backyard Burn Trail Run at Hemlock Overlook in Clifton, VA, is a scenic trail running event featuring 5-mile and 10-mile race options. Set in a 425-acre park along the historic Bull Run, the course offers a mix of hiking trails, old dirt roads, stream crossings, and open fields with natural..

The Tuckahoe 25K is an annual trail running race held in Queen Anne, Maryland, organized by Algonquin Ultras Inc. The event features a 15.5-mile course primarily on trails, including single track and wider horse trails, with some hills, roots, and muddy sections. Runners can expect variable weather..

The Fall Backyard Burn at Laurel Hill is a trail running event held at Laurel Hill Park in Lorton, Virginia, just south of the Capital Beltway. Participants can choose between a 5.4-mile course (one lap) or a 10-mile course (two laps), both featuring a mix of forested singletrack and open meadows on..

The Winery at Bull Run Turkey Trot is a scenic trail run held at the Manassas National Battlefield, featuring 5k and 10k options. Participants enjoy running through historic Civil War sites on dirt trails, cross-country paths, and gravel terrain, with some hills along the course. The event benefits..

The 21st Annual Catonsville High School XC Turkey Trot is a cherished community event celebrating health and wellness. Scheduled for November 27, 2025, this event features a 1 Mile Family Fun Run and a 5K race, both of which are chip-timed. Participants can enjoy a family-friendly atmosphere while s..

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 27th Milford Cross Country Booster Reindeer Stampede 5k is set to take place at Killens Pond State Park in Felton, Delaware. This annual event features both a competitive walking category and a run/walk option, catering to participants of all abilities. Registration is available at a reduced fee..

Devil Dog Ultras is a trail running event held in Prince William Forest Park, Virginia, featuring 50K, 100K, and 100-mile races. The course primarily consists of single-track trails with some fire roads and rolling hills, with no significant climbs. Runners complete multiple loops, with aid stations..

The Fall Backyard Burn Trail Run at Fountainhead Regional Park offers participants a choice between a 5-mile and a 10-mile race, set against the scenic backdrop of the Occoquan Reservoir in Fairfax Station, VA. Known for its beautiful hiking trails and challenging terrain, this event has been a favo..

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 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 Mid-Maryland Trail Festival 50k is an exciting running event taking place in Elkridge, MD, featuring a challenging 31-mile course comprised of six loops through scenic wooded trails. Participants can choose to run the entire 50k solo or form relay teams of up to six members to share the distance..

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 Algonquin 50K is a trail running event scheduled for February 7, 2026, in Pocomoke City, MD. This race offers a flat, fast course primarily on trails, making it ideal for both first-time ultra runners and experienced participants seeking a quick finish. The course features a modified out-and-bac..

The Bull Run Run 50 Miler is a historic ultramarathon organized by the Virginia Happy Trails Running Club, first held in 1993. Covering 50 miles of forested, rolling terrain near Clifton, Virginia, the race features a course that highlights the area's Civil War history, including the Battle of Bull..