Trail Running Calendar Virginia 2025-2026

The Run the Vineyards - Wind Vineyards 5K is a scenic race held at Wind Vineyards in Tappahannock, Virginia, featuring a 5K course on well-maintained trails of hard-packed dirt and grass across a 200-acre property. The mostly flat course includes two short hills and is chip-timed with awards for top..

The Nasty 9 Trail Run takes place in Lexington, Virginia, within the scenic 600-acre Brushy Hills watershed in the Shenandoah Valley. This competitive trail race offers two distances: a challenging 9-mile course featuring over 2,000 feet of vertical gain, and a shorter 3-4 mile course with about 500..

The Woodbooger 5K is a trail running event held in Norton, Virginia, as part of the annual Woodbooger Festival. The race takes place on the Flag Rock Area Trails within the Flag Rock Recreation Area, offering participants a scenic course through natural surroundings. The festival, spanning three day..

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 includes a mix of flat gravel, dirt, paved roads, and some notable hills, offering a varied terrain for runners. Participants also have the option to run a 1-mile distan..

The Run to the Taproom - Creekside Farm Brewery 5K & 8K is a scenic running event held at Creekside Farm Brewery in King George, Virginia. Participants can choose between a 5K or 8K race along well-maintained, non-technical dirt trails that wind through a 1,000-acre farm bordering the Rappahannock R..

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 Fall Harvest 5k is a scenic trail race held at Claude Moore Park in Sterling, Virginia. Set amidst the vibrant colors of autumn, the course features forest paths and leaf-covered trails, offering a picturesque experience for both runners and walkers. This event is part of the Run Your PRCS Parks..

The Pocahontas Trail Festival is a trail running event held at Pocahontas State Park in Chesterfield, Virginia. It features a Half Marathon and a 10k race, both starting and finishing on a large grass field near the park's boat launch. The course was redesigned to emphasize trail running, incorporat..

The Full Distance 10k is a scenic trail running event held at Locust Shade Park in Triangle, Virginia. The course features a mix of trails and pavement, with about 40% paved and some hills, consisting of four loops for the 10k distance. This chip-timed race welcomes both runners and walkers and is p..

The Trails 4 Miles will take place in Stephens City on Saturday 11 October 2025. You can run 4 miles.

The Virginia Trail Running Festival, held in Max Meadows, VA, is an adventurous trail running event featuring 100-mile, 100-mile relay, and 50-mile races. Scheduled for October 11-12, 2025, the festival offers challenging courses with moderate elevation gains—1,500 feet for the 100-mile and 750 feet..

The Wilderness Run 10k is a scenic cross-country trail race held at Wilderness Run Vineyard in Spotsylvania, Virginia, situated on historic Civil War battlefields. The course features rolling hills, with the 10k consisting of two laps of the 5k out-and-back route. Participants enjoy a vibrant atmosp..

The Piedmont 8 Hour is a 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, offering scenic fall foliage and birdwatching opportunit..

The Deep Hollow Half Marathon & 5K Trail Race is a premier trail running event held at the Hydaway Outdoor Center in Lynchburg, Virginia. The race features two distances: a 13.1-mile half marathon primarily on single-track trails with some forest roads, and a 3.1-mile 5K on an out-and-back forest ro..

The Bivanna Trail Extravaganza will take place in Charlottesville on Saturday 18 October 2025. You can run between 10 and 40 miles.

The Fall Backyard Burn Trail Run at Lake Fairfax Park in Reston, VA, offers runners a scenic and engaging trail experience with options of 5.1 miles (one lap) or 10 miles (two laps). The course features mostly smooth singletrack trails with some short technical sections involving rocks and roots, mi..

The Heart of Virginia Council Glow Trail Run 5K is a unique nighttime trail running event held at Camp Brady Saunders in Maidens, Virginia. This family-friendly race welcomes participants of all ages and is open to everyone, not just Scouts. The course features a 5K trail illuminated with glow-in-th..

The Chessie Trail Marathon, held annually in Lexington, Virginia, offers a scenic and flat course along the Chessie Nature Trail, a top-rated rail trail in the Shenandoah Valley. Runners can choose from a full marathon, half marathon, 10K, 5K, or a 26.2-mile relay. The trail follows the Maury River,..

The Run For Your Life 5k in Rixeyville, Virginia, is a cross-country race held on Verdun Adventure Bound's scenic 67-acre property. Participants run or walk a 5K course through wooded trails, following a fun SASQUATCH-themed route to the finish line. The event supports substance abuse recovery progr..

The Smithfield Hog Jog is an annual 5K run and walk held at Windsor Castle Park in Smithfield, Virginia. The event features a 5K race with chip timing and a Kid's Piglet Run, where all young participants receive awards. The race welcomes up to 500 participants and offers awards across various age gr..