Trail Running calendar near Middletown 2025-2026

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) courses that wind through tw..

The DHRT 50K is a challenging trail race held in King George, Virginia, along the Dahlgren Railroad Heritage Trail. This 50-kilometer event takes place in August, presenting runners with the added challenge of Virginia's intense summer heat and humidity. The course is fast and flat, mostly shaded by..

The 3H Trail Half Marathon in King George, Virginia, is a scenic out-and-back race held entirely on the Dahlgren Railroad Heritage Trail, a flat, smooth, and fast rails-to-trails course featuring dirt, gravel, grass, and pine needle surfaces. The trail offers nearly 100% shade, making it a pleasant..

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 Dahlgren Heritage Rail Trail 50K is a challenging ultramarathon held annually in King George, Virginia, along the scenic Dahlgren Railroad Heritage Trail. This flat, well-maintained, and mostly shaded out-and-back course covers 31 miles on a converted railroad bed featuring dirt, grass, pine nee..

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 Jacob Hershberger 8th Annual Memorial Run, held in Schellsburg, Pennsylvania, is a 5K event featuring a run and two walking options: a Challenge Walk and an Easy Walk. The run and Challenge Walk take place on a scenic, rolling hills course with grass and gravel trails, suitable for both beginner..

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 2025 Gettysburg Brewfest & Trail 5K is a unique running event held in Gettysburg, Pennsylvania, at 890 Hanover Road. This 5K trail run combines fitness with fun, offering participants a race shirt (for early registrants) and a special event bottle opener medal. The race takes place near the hist..

The ToM Opening Night VA is a cross country running event held at Morven Park in Leesburg, Virginia. Scheduled for late August, it serves as a kickoff to the high school cross country season. The event features a spectator-friendly course and includes an open race for friends and family, allowing pa..

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 Tails on Trails 5K Run/Walk takes place at Cacapon State Park in Berkeley Springs, West Virginia. This early fall event features an easy 5K course along the Rock & Roll Trail, suitable for runners and walkers of all levels. The scenic trail highlights the natural beauty of the area, making it a..

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 12 Hour Adventure Trail Run, held at Prince William Forest Park near Triangle, VA, is an endurance trail running event featuring a 6.5-mile figure-eight loop course. The course, set on 100% trails including single track and fire roads, offers approximately 650 feet of elevation gain per loop wit..

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..