Trail Running calendar near Woodstock 2025-2026

The Rocky Gap Trail Run, hosted by EX2 Adventures at Rocky Gap State Park in Flintstone, Maryland, offers challenging 25K and 50K ultra-distance trail races, including relay options for teams of 2 or 3. The course features three distinct loops ranging from 4.4 to 6.5 miles, with varied terrain inclu..

The Wilderness Run 10k is a scenic cross-country trail race held at Wilderness Run Vineyard in Spotsylvania, Virginia, situated on historic Civil War battlefields. The course features rolling hills and consists of two laps of a 5k out-and-back route. Participants enjoy a vibrant atmosphere with post..

The Fall Backyard Burn Trail Run at Lake Fairfax Park in Reston, VA, offers runners a scenic trail experience featuring a beautiful lake and extensive singletrack trails. Participants can choose between a 5.1-mile course with 300 feet of elevation gain or a 10-mile option consisting of two laps. The..

The Halloween Horror 10k is a trail running event held at Conway Robinson State Forest in Gainesville, Virginia. The course features a loop through forest trails with some technical terrain and minor hills, with the 10k consisting of two laps of the 5k route. The event welcomes both runners and walk..

The Mountain Masochist Trail Run (MMTR) is a renowned ultramarathon held in Montebello, Virginia, featuring 100K, 50-mile, and 50K race distances. Celebrated as one of the best trail races in the Eastern U.S., the course starts and finishes at Montebello Campground, traversing scenic Blue Ridge Moun..

The Harvest Hustle 10k and 5k is a trail running event held at Walnut Creek Park near Charlottesville. The race features a challenging cross-country course with elevation changes, rocks, and roots, offering a scenic and adventurous experience for participants. Runners receive a finisher’s medal, a t..

The Fire on the Mountain 50K Trail Race, held in Little Orleans, Maryland within Green Ridge State Forest, offers challenging distances of 50K (about 31.95 miles) and 25K (approximately 16.3 miles). The 50K is an out-and-back course featuring seven aid stations, including a midway "oasis," with a 10..

The Fall Backyard Burn Trail Run at Riverbend Park in Great Falls, VA, is a scenic trail running event featuring 5-mile and 10-mile race options. Set adjacent to the Potomac River and near Great Falls National Park, the course offers beautiful riverside singletrack trails with a few short hills and..

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

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 Barrel Oak Turkey Trot is a pre-Thanksgiving running event held at Barrel Oak Winery in Delaplane, Virginia. It features two race distances: a 3k and a 6k, with the 6k consisting of two laps around a cross-country course that winds through vineyards, gravel roads, and hilly terrain. The event we..

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, grassy fields, and minimal p..

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. The course features primarily single-track trails with some roots, rocks, and brief technical sections, along with fire roads an..

The Fall Backyard Burn Trail Run at Fountainhead Regional Park in Fairfax Station, VA, is a popular trail running event held on December 7, 2025. The race offers two challenging distances: a 4.8-mile loop with 450 feet of elevation gain and a tougher 10.5-mile course featuring an additional out-and-..

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 gentle terrain without major hills. Participants receive a technical event shi..

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 Paradise Springs 10k is a challenging trail running event held at Hemlock Overlook Park in Clifton, Virginia. The course features technical terrain with significant elevation changes and rocky sections, running alongside the river. The 10k race consists of two laps of the 5k route.Participants e..