Trail Running calendar near Keswick 2025-2026

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 West Virginia Trilogy is a challenging three-day stage race held in Circleville, WV, on Spruce Knob, the state's highest peak, within the Monongahela National Forest. The event features three distances over consecutive days: a 50-kilometer run on day one, a 50-mile run on day two, and a 13.1-mil..

The Full Distance 10k and 5k is a scenic trail race held at Locust Shade Park in Triangle, VA. Participants can choose between a 5k or 10k course, with the event featuring chip timing, finisher medals, and technical event shirts. The course includes trail segments with some roots and hills, and wate..

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 Halloween Horror 10k is a trail running event held at Conway Robinson State Forest in Gainesville, Virginia. The course features a loop through forest trails with some technical terrain and minor hills, with the 10k consisting of two laps of the 5k route. The event welcomes both runners and walk..

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 Barrel Oak Turkey Trot is a pre-Thanksgiving running event held at Barrel Oak Winery in Delaplane, Virginia. It features 3k and 6k cross-country courses that loop around the vineyards, including gravel roads and hills, with the 6k consisting of two laps of the 3k route. The race welcomes walkers..

The Fall Backyard Burn Trail Run at Hemlock Overlook in Clifton, VA, is part of a series featuring 5-mile and 10-mile trail races on scenic Northern Virginia trails. The course runs through Hemlock Overlook Park, a 425-acre area along Bull Run, offering a remote natural setting close to Washington D..

The Fall Backyard Burn at Laurel Hill is a trail running event held at the Workhouse Arts Center in Lorton, VA, set on the scenic 1600-acre grounds of the former Lorton Reformatory. The course features a mix of forested and open meadow singletrack trails composed of dirt and crushed stone, with mini..

The Winery at Bull Run Turkey Trot is a scenic trail run held at the Manassas National Battlefield, featuring 5k and 10k options. Participants enjoy running through historic Civil War sites on dirt trails, cross-country paths, and gravel terrain, with some hills along the course. The event benefits..

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..

The Freight Train 100k/50k is a winter ultramarathon held in Farmville, Virginia, featuring race distances of 100 kilometers, 50 kilometers, and a half marathon. The course follows a relatively flat rail trail with less than 1500 feet of elevation gain for the 100k, making it a fast and accessible r..

The Freight Train Ultra Marathon is held at High Bridge Trail State Park in Farmville, Virginia. It offers three distances: a half marathon, 50k, and 100k, all on a flat rail trail with under 1000 feet of elevation gain. The course features scenic stretches including the iconic High Bridge, with aid..

Devil Dog Ultras is a challenging trail running event held in Prince William Forest Park near Triangle, Virginia. It offers three race distances: 100 miles, 100K, and 50K, all run on a loop course featuring primarily single-track trails with some roots, rocks, and rolling hills but no major climbs...

The Fall Backyard Burn Trail Run at Fountainhead Regional Park in Fairfax Station, VA, is a popular trail running event held on December 7, 2025. The race offers two challenging distances: a 5-mile single loop with 450 feet of elevation gain, and a tougher 10.5-mile course featuring an additional ou..

The Pocahontas Half is a scenic race held at Pocahontas State Park near Richmond, featuring a half-marathon course along the wooded Bright Hope Trail. The event also includes 5k and 10k races, with courses that are primarily forest trails composed of dirt and pine needles, offering a softer running..

The Tinsel Trot 10k in Louisa, VA, is a festive cross-country running event held at Southern Revere Cellars. The course loops around the winery property, with the 10k consisting of four laps and the 5k two laps, featuring mostly flat terrain with no major hills. Participants receive a technical even..