Trail Running calendar near Woodstock 2025-2026

The Fire on the Mountain 50K Trail Race takes place in Green Ridge State Forest near Little Orleans, Maryland. Offering two distances, the 50K (approximately 31.95 miles) and 25K (about 16.3 miles), the race features a challenging out-and-back course with technical trails, forest service roads, and..

The MCRRC Stone Mill 50 Mile Run is a challenging trail ultramarathon held in Montgomery Village, Maryland. The 50-mile course features scenic forested and rolling terrain along the Seneca Greenway and Muddy Branch trails, primarily on single-track dirt paths with some small stream crossings. While..

The Schaeffer Half Marathon and 10K Trail Run, hosted by EX2 Adventures, takes place at the scenic Button Farm in Germantown, Maryland. This event features two distances: a 13.3-mile half marathon and a 6.7-mile 10K+, both offering challenging courses with twisty singletrack trails and wide-open far..

The Fall Backyard Burn Trail Run at Hemlock Overlook in Clifton, VA, is part of a series featuring 5-mile and 10-mile trail races on scenic Northern Virginia trails. The course runs through Hemlock Overlook Park, a 425-acre area along Bull Run, offering a remote natural setting close to Washington D..

The Fall Backyard Burn at Laurel Hill is a trail running event held at the Workhouse Arts Center in Lorton, VA, set within 1,600 acres of scenic former prison grounds. The course features a mix of forested and open meadow singletrack trails, primarily dirt and crushed stone, with minimal pavement an..

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 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..

Devil Dog Ultras is a challenging trail running event held in Prince William Forest Park near Triangle, Virginia. It offers three race distances: 100 miles, 100K, and 50K, all run on a loop course featuring primarily single-track trails with some roots, rocks, and rolling hills but no major climbs...

The Fall Backyard Burn Trail Run at Fountainhead Regional Park in Fairfax Station, VA, is a popular trail running event held annually, with the 2025 race scheduled for December 7. The course features scenic hiking trails and old dirt roads along the Occoquan Reservoir, offering two distance options:..

The Tinsel Trot 10k in Louisa, VA, is a festive cross-country running event held at Southern Revere Cellars. The course loops around the winery property, with the 10k consisting of four laps and the 5k two laps, featuring mostly flat terrain with no major hills. Participants receive a technical even..

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 Bull Run Run (BRR) 50 Miler is a historic trail race held in Clifton, Virginia, organized by the Virginia Happy Trails Running Club. Established in 1993, it is one of the oldest 50-mile races in the U.S. The course traverses forested, rolling terrain along the Bull Run Occoquan Trail, showcasing..

The Farm Park Challenge is a unique trail running event hosted by My Muddy Shoes at the Agricultural History Farm Park in Montgomery County, Maryland. Participants can choose from three timed challenges—3-hour, 6-hour, or 10-hour—where runners must complete one lap of the course each hour, resting o..