Trail Running calendar near Circleville 2025-2026

The Old Dominion 100 Mile Endurance Run is a challenging ultramarathon held in Fort Valley, Virginia, featuring a measured loop course through the Massanutten Mountains and Shenandoah River Valley. The race covers 100 miles with 14 significant climbs totaling 14,000 feet of elevation gain. Participa..

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 Highlands Sky 40 Mile Trail Run is a premier ultramarathon held annually in Davis, West Virginia, primarily within the Monongahela National Forest. Starting and finishing at Canaan Valley State Park, the challenging 40-mile course traverses rugged and scenic terrain including the Roaring Plains..

The Canaan Valley Trail Run, scheduled for June 21, 2025, in Canaan Valley State Park, offers an exciting opportunity for runners of all levels. Participants can choose between a 5.9-mile single loop or an 11.8-mile double loop on the scenic Promised Land Trail. Each runner will receive a finisher m..

Rattlerock Ultra is a challenging trail running event held in Coopers Rock State Forest near Morgantown, West Virginia. Offering 50k and 25k distances, the race features rocky, technical trails with over 5,500 feet of elevation gain, making it one of the toughest 50k races in the state. The course c..

The Jarmans Invitational Marathon, held annually in Crozet, Virginia, is a challenging 30-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 and descent. The course is know..

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 Wild Turkey Trail Runs, hosted by the West Virginia Mountain Trail Runners, take place at Valley Falls State Park near Fairmont, WV. This free event offers a variety of distances including 1 mile, 5k, 8 miles, 10 miles, half marathon, 25k, marathon, 50k, and 50 miles, all run on a challenging 8-..

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 Vineyard Vista 10k and 5k is a scenic running event held at Muse Vineyards in Woodstock, VA. Participants can enjoy a course that combines cross-country around vineyards, paved road sections, and trail segments through Seven Bends State Park. The event benefits Friends of Seven Bends State Park..

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 Woodstock Warrior is a challenging trail running event held at Seven Bends State Park in Woodstock, Virginia. The race features a roughly 10-mile looped course with mixed terrain, including gravel roads, two-track dirt roads, and single-track trails, with about 1,800 feet of elevation gain per l..

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 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 RAF Trail Race Series, organized by the Robin Ames Foundation, is a celebration of life held in Coopers Rock State Park, West Virginia. Scheduled for October 11, 2025, the event features a variety of race distances, including a 50K, 25K, 10K, 5K, and a 1-mile fun run for children. Participants c..

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..