Trail Running calendar near Woodstock 2025-2026

The 868 Estate Vineyards 10k is a scenic cross-country race held at 868 Estate Vineyards in Hillsboro, Virginia. The course features rolling hills and beautiful vineyard views, with the 10k consisting of two laps of the 5k route. Participants receive a technical dri-fit shirt, finisher medal, chip t..

Furbutt’s 24-hour Backyard Ultra is a unique endurance running event held in Lorton, Virginia. Based on Lazarus Lake’s backyard format, runners must complete a 4.167-mile loop every hour, starting each new loop on the hour. Participants continue this cycle for up to 24 hours, with the challenge bein..

The Blue Crab Bolt Trail Run at Schaeffer Farms in Germantown, MD, offers a challenging and scenic trail running experience with 5K and 10K race options. Set on well-maintained, flowy trails featuring twisty single-track paths, stream crossings, log ramps, hills, and open farm fields, the course is..

The Fauquier Education Farm 5K and Fun Run is a fundraising event held in Warrenton, Virginia, supporting the Fauquier Education Farm’s mission to advance agriculture through education and sustainable farming. The certified 5K cross-country course features a scenic, challenging route along the Staff..

The Blue Crab Bolt Trail Run at Little Bennett Regional Park in Clarksburg, MD, offers a scenic and challenging trail running experience on August 2, 2025. Set in a 3,600-acre wooded park with over 20 miles of trails, the event features 5K (3.7 miles) and 10K (6.2 miles) races along twisty single-tr..

The Jarmans Invitational Marathon is a challenging 29-mile race held in Crozet, Virginia, typically on the first or second Saturday of August. The course consists of five laps up and down Jarmans Gap Road, a steep gravel road with 7,610 feet of total elevation gain and loss. Runners face tough condi..

The Merrie Mill Farm & Vineyard 10k is a scenic cross-country race held at Merrie Mill Farm & Vineyard in Keswick, Virginia. The course features a mix of flat gravel, dirt, and paved roads with some notable hills, offering one lap for the 5k and two laps for the 10k. Walkers are welcome, and a virtu..

The MCRRC Groovin' Woodstock 7K XC is a cross-country running event held at the Woodstock Equestrian Center in Dickerson, Maryland. This 7-kilometer race is part of a low-key series organized by the Montgomery County Road Runners Club (MCRRC), designed to offer a relaxed and welcoming atmosphere for..

The Third Winchester Battlefield Half is a scenic running event held at Third Winchester Battlefield in Winchester, Virginia. It offers three race distances: 5k, 10k, and a half marathon, with the half marathon consisting of three loops on a mostly light gravel dirt trail featuring an out-and-back d..

The Miner's Lady 8-Hour is an endurance running event held in Harpers Ferry, West Virginia, where the Blue Ridge Mountains meet the Shenandoah River. Participants run a challenging 10K loop featuring 850 feet of elevation gain, primarily on single-track trails that pass waterfalls and creek crossing..

The Orchard Dash 10k is a cross-country trail running event held at Albemarle CiderWorks in North Garden, Virginia. Featuring a challenging course with plenty of hills, the 10k consists of two laps of a looped trail, while a 5k option completes one lap. Participants enjoy a chip-timed race with wate..

The Inferno 10k is a challenging trail running event held at Dirt Farm Brewing in Bluemont, Virginia. The course features rugged forest terrain with technical sections including tree roots, rocks, and elevation changes, offering a demanding yet scenic experience. The 10k route is a loop run twice, w..

The VHTRC Women's Half Marathon will take place in Fairfax Station on Saturday 13 September 2025. You can run between 7 and 13 miles.

The 12 Hour Adventure Trail Run takes place at Prince William Forest Park near Triangle, Virginia. This challenging event features a 6.5-mile figure-eight loop course on 100% trail terrain, including single track and fire roads, with approximately 650 feet of elevation gain per loop. The course offe..

The Vineyard Vista 10k is a scenic running event held at Muse Vineyards in Woodstock, Virginia, along the North Fork of the Shenandoah River. The course features a mix of cross-country trails through vineyards, paved road sections, and trails around Seven Bends State Park. Runners can choose between..

The Valley View Hard Cider Challenge Half is a scenic and challenging running event held at Valley View Farm in Delaplane, Virginia. The race features a half marathon, 10k, and 5k distances, with courses combining cross country, trail, and hilly terrain. The half marathon is an out-and-back route co..

The Grindstone Running Festival by UTMB is a premier trail running event held in the scenic Shenandoah Valley, Virginia, featuring challenging courses through the George Washington and Jefferson National Forests. Set against stunning fall foliage and mountain views, the festival offers four race dis..

The Final Countdown Tribute is a unique running event held at Amani Brewing in Martinsburg, WV. The race features a 1.33-mile loop on a smooth, well-maintained grass trail with gentle hills. Runners must complete each lap within a decreasing time limit, starting at 20 minutes and shortening by 20 se..

The Woodstock Warrior is an endurance trail running event held at Seven Bends State Park in Woodstock, Virginia. It features a challenging 10-mile loop course with mixed terrain, including gravel roads, two-track dirt roads, and single-track trails, with approximately 1,800 feet of elevation gain pe..

The Brandy Station Battlefield 10k is a trail running event held at Brandy Station Battlefield in Virginia. The course combines cross country terrain with gravel dirt roads, featuring slight elevation gains but no major climbs. Runners can choose between 5k and 10k distances, with the 10k route bein..