Trail Running calendar near Cumberland 2025-2026

The Twisted Trail 10k is an annual trail running event held in Forest, Virginia, at the New London Tech Trails. The 2025 race, its fifth edition, features a 10-kilometer course running through three loops—Orange, Blue, and Green—on well-maintained trails with minimal trip hazards. Due to constructio..

The 53rd Winery 5k & 10k is a scenic cross-country race held at 53rd Winery in Louisa, Virginia. Participants can choose between a 5k or 10k course, which loops around vineyards and winery grounds. The event features chip-timed races, finisher medals, technical shirts, and a complimentary glass of w..

The DHRT 50K is an exciting trail running event set in King George, Virginia, taking place on August 2, 2025. This challenging race traverses the scenic Dahlgren Railroad Heritage Trail, offering participants a flat and well-maintained course primarily shaded by trees. Runners will face the added ch..

The 3H Trail Half Marathon in King George, Virginia, is a scenic, flat, and fast out-and-back race held entirely on the Dahlgren Railroad Heritage Trail, a converted railroad bed offering solid footing with surfaces of dirt, gravel, grass, and pine needles. The course starts at the eastern end of th..

The Jarmans Invitational Marathon, held annually in Crozet, Virginia, is a challenging 29-mile race featuring a grueling course with 7,610 feet of elevation gain and loss. Runners tackle a steep gravel road, Jarmans Gap, five times, each lap involving a 2.9-mile climb with 1,522 feet of ascent. The..

The Dahlgren Heritage Rail Trail 50K is a challenging ultramarathon held annually in King George, Virginia, with the 2025 race scheduled for August 2. The course is a flat, fast, and mostly shaded out-and-back route along the Dahlgren Railroad Heritage Trail, a converted railroad bed featuring dirt,..

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 Orchard Dash 10k is a cross-country trail race held at Albemarle CiderWorks in North Garden, Virginia. The event features both 5k and 10k routes, with the 10k consisting of two laps on a hilly course. Participants receive a finisher’s medal, a technical event shirt, and a glass of cider from Alb..

The Grindstone Running Festival by UTMB is a premier trail running event held in Natural Chimneys Park, Virginia, just west of the Shenandoah Valley. Set amid the George Washington and Jefferson National Forests, the festival offers four challenging race distances: 100 miles, 100 kilometers, 50 kilo..

The Pawpaw 10 Miler and 5 Miler take place at Powhatan State Park in Powhatan, Virginia, featuring scenic runs along the James River, through open fields, shaded forests, and past historic cabin ruins. The event offers a 10-mile race and a shorter 5-mile option, both incorporating diverse terrain in..

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 changes but no major climbs. Runners can choose between 5k and 10k distances, with the 10k route be..

The Fox Trot 5k in Keswick is a scenic cross-country race held at Merrie Mill Farm & Vineyard. The event features a 5k course that loops once around the winery property, including a mix of flat gravel, dirt, paved roads, and some notable hills. A 1-mile race option is also available.Participants rec..

The Rehab Rover Canicross and Trail Race is an exciting event taking place in Gordonsville, Virginia, featuring a 10K, 5K, a casual dog-friendly 5K, and a virtual 5K option. Scheduled for October 4, 2025, this race promotes the bond between participants and their dogs as they navigate scenic trails..

The Pocahontas Trail Festival is a running event taking place at Pocahontas State Park in Chesterfield, Virginia. Scheduled for October 5, 2025, the festival features a Half Marathon and a 10k race, both designed to showcase the park's scenic trails. Participants will enjoy professionally timed race..

The Piedmont 8 Hour is an annual trail running event held at Powhatan State Park in Powhatan, Virginia. Celebrating its 10th year, the race features a 2.7-mile loop with about 60 feet of elevation change, winding through open meadows and pine forests with scenic fall foliage. The course is mostly ru..

The Wilderness Run 10k is a scenic cross-country race held at Wilderness Run Vineyard near the historic Chancellorsville and Wilderness battlefields. The event features both 5k and 10k courses with hills and trail terrain, offering a challenging and picturesque experience. Participants receive a fin..

The Chessie Trail Marathon, held in Lexington, Virginia, is a scenic running event along the Chessie Nature Trail, a top-rated rail trail in the Shenandoah Valley. The race offers multiple distances: a full marathon, half marathon, 10K, 5K, and a 26.2-mile relay. The course features a smooth, flat g..

The Mountain Masochist Trail Run (MMTR) is a renowned ultramarathon held in Montebello, Virginia, featuring distances of 100K, 50 miles, and 50K. 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 Mount..

The Harvest Hustle 10k in North Garden, Virginia, is a cross-country trail run held at Walnut Creek Park near Charlottesville. Featuring a new course with varied terrain, runners encounter elevation changes, rocks, and roots, making for a challenging and scenic experience. The event offers both 5k a..

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..