Trail Running calendar near Millboro 2025-2026

The Upshur County Fitness Armada 5K/10K Ruck/Run/Walk is a community-focused event held in Buckhannon, West Virginia, supporting the Upshur County Recreation Department. Participants can choose from a 5K ruck (carrying weighted packs to honor military personnel), 5K run or walk, a 10K trail run, a f..

The Jackson River Scenic Trail Marathon, Half Marathon, 10k, and 5k is a vibrant running event taking place in Covington, Virginia. The USATF certified course starts and ends at the Intervale Trail Head, following a scenic route along the Jackson River. Participants can enjoy a smooth, mostly flat t..

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 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 Odyssey Trail Running Rampage is an exciting trail running event taking place at Douthat State Park in Millboro, Virginia. Scheduled for September 6, 2025, the event features four race distances: a 50K Ultra, a Marathon, a Half Marathon, and a Six-Miler. Participants will experience challenging..

The Helvetia 10k Mountain Run is an annual trail race held in Helvetia, West Virginia, typically on the second full weekend of September. Now in its 26th year, the event celebrates the area's Swiss heritage by following parts of an original Swiss settlement trail through the heart of the mountain co..

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 stunning fall foliage, mountain views, and challenging terrain. Run..

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 Greenbrier River Trail Marathon is an annual running event held in West Virginia, featuring a full marathon (26.2 miles) and a half-marathon (13.1 miles). The marathon course is a scenic, point-to-point route that starts at Cass Scenic Railroad State Park and finishes at Stillwell Park in Marlin..

The West Virginia Trilogy is a three-day trail running event held in the Monongahela National Forest, near Spruce Knob and Seneca Rocks National Recreation Area in Circleville, WV. Taking place over Columbus Day weekend, the Trilogy features a challenging series of races along the Eastern Continenta..

The Into the Darkness Night Trail Run is a unique 4-mile night race held in Roanoke Valley's Explore Park. The course features a mix of twisty, rolling single-track trails and grassy, gravel roads, primarily on IMBA-designed trails. Runners navigate the route marked with reflective arrows and glow s..

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 100K, 50-mile, and 50K distances. Celebrated as one of the best trail races in the Eastern U.S., the course starts and finishes at Montebello Campground, traversing the 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 Holiday Lake 50K, held in Appomattox, Virginia, is a well-established ultra trail race founded in 1996. It features a scenic loop course around Holiday Lake, combining country roads and trails, making it ideal for first-time ultra runners as well as seasoned athletes. The event also offers 10K a..

The Terrapin Mountain race, held in Sedalia, Virginia, is a popular spring trail running event featuring a 50k and a half-marathon. For over 17 years, it has attracted runners to the scenic and challenging trails around Terrapin Mountain, White Oak Ridge, Goff Mountain, and Hunting Creek. Participan..