Trail Running Calendar Virginia 2025-2026

The Terrible Twelve is a 12-hour self-supported trail running event held at the Warhill Nature Trail in Williamsburg, Virginia. Participants run or walk as many 3.7-mile loops as possible on a crushed gravel course featuring rolling hills and scenic views, though personal lighting is required for ni..

The One Mile With a Smile 12 Hour Endurance Run takes place at Oak Grove Lake Park in Chesapeake, Virginia. Participants run multiple laps of a 1.5-mile loop over 12 hours, allowing runners to cover as much or as little distance as they choose. The course is flat, unpaved, and tree-lined, offering s..

The Iron Mountain Trail Run is a challenging trail race held annually in Damascus, Virginia, featuring four distance options: 16, 30, 40, and 50 miles. The course traverses the Iron Mountain ridgeline through Jefferson National Forest, following sections of the former Appalachian Trail with varied t..

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 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 and rocks, along with notable elevation changes. The 10k race consists of two loops of a winding trail behind t..

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 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 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 trail course with approximately 650 feet of elevation gain per loop, combining single track and fire road terrain. The course is designed to..

The Valley View Hard Cider Challenge Half is a scenic and challenging race held at Valley View Farm in Delaplane, VA. Participants can choose from a half marathon, 10k, or 5k course, featuring cross-country, trail, and hill segments. The event offers a festive atmosphere with a finish line cider, fi..

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 Pawpaw 10 Miler and 5 Miler take place at Powhatan State Park in Powhatan, Virginia, celebrating the park's 10th anniversary alongside the annual Pawpaw Festival. The event offers a 10-mile race and a shorter 5-mile option, featuring scenic routes along the James River, open fields, shaded singl..

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 Mountain Fork Half Marathon is a scenic 13.6-mile race held annually at the High Knob Observation Tower in Wise County, Virginia. Starting at an elevation of 4,200 feet atop the highest point in the Cumberland Mountains, the course loops through the Mountain Fork watershed primarily on Forest Se..

The Yeti 100 Mile Endurance Run is a challenging ultramarathon held annually on the Virginia Creeper Trail, starting in Whitetop Station and finishing in Abingdon, Virginia. This USATF-certified 100-mile course offers a scenic rails-to-trails route through the Appalachian Mountains, known for its ac..

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 Hellbender 10K is a challenging mountain race held annually in Norton, Virginia. Covering 6.2 miles, the course features a significant elevation gain of over 2,000 feet, ascending from downtown Norton to the 4,200-foot summit of High Knob, the highest point in the Cumberland Mountain range. This..

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..