Trail Running calendar near Charlottesville 2025-2026

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 is an annual trail running event held at Sherando Park in Stephens City, Virginia. The main race is a challenging 4-mile course featuring mixed surfaces, including paved paths and wooded trails through the scenic Sherando Park Mountain Bike Trails. Runners experience beautiful fal..

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 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 Bivanna Trail Extravaganza is a trail running event held in Charlottesville, Virginia, featuring multiple race distances on the scenic Rivanna Trail. Participants can choose from a 40-mile full loop, a 20-mile half loop (Demibivanna), a 10-mile quarter loop (Hemidemibivanna), or a 40-mile biking..

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

The Mountain Masochist Trail Run (MMTR) is a renowned ultramarathon held in Montebello, Virginia, featuring 100K, 50-mile, and 50K race distances. 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 Moun..

The Great Eastern Endurance Run (GEER) is a scenic trail running event held at Sherando Lake Recreation Area in Lyndhurst, Virginia, returning after a 15-year hiatus. Scheduled for November 1, 2025, GEER offers three race distances: 40 miles, 20 miles, and 10 miles. The course features approximately..

The Harvest Hustle 10k in North Garden, Virginia, is a cross-country trail run held at Walnut Creek Park near Charlottesville. Featuring a challenging course with elevation changes, rocks, and roots, the event offers both 5k and 10k distances. Runners enjoy a chip-timed race with finisher medals and..

The Valley View Mike Donahue Memorial 5 Miler is a trail running event held at the Hydaway Outdoor Center in Lynchburg, Virginia. Scheduled for November 8, 2025, it is the second race in the Fall Liberty Mountain Trail Series. The 5-mile course features single track trails and mountain roads along t..

The Barrel Oak Turkey Trot is a pre-Thanksgiving running event held at Barrel Oak Winery in Delaplane, Virginia. It features two race distances: a 3k and a 6k, with the 6k consisting of two laps around a cross-country course that winds through vineyards, gravel roads, and hilly terrain. The event we..

The Fall Backyard Burn Trail Run at Hemlock Overlook in Clifton, VA, is a scenic trail running event featuring 5-mile and 10-mile race options. Set in a 425-acre park along the historic Bull Run, the course offers a mix of hiking trails, old dirt roads, stream crossings, grassy fields, and minimal p..

The Lake Anna Turkey Trot Half is a scenic and challenging running event held at Lake Anna State Park in Spotsylvania, Virginia. It features three race distances: a 5k trail run, a 10k that is half trail and half paved road, and a half marathon with a similar mixed course. Walkers are welcome, and t..

The Freight Train 100k/50k is a winter ultramarathon held in Farmville, Virginia, featuring race options of 100 kilometers, 50 kilometers, a half marathon, and a half marathon hike. The course follows a relatively flat rail trail with less than 1,500 feet of elevation gain for the 100k, making it a..

The Run for Valor 10K is a trail running event held at Valor Ranch in King George, Virginia. The race features a 10K run, a 10K weighted ruck, a 5K run, and a 1-mile fun run/walk suitable for all ages and paces. The courses traverse uneven terrain including pastures, woods, gravel roads, and trails,..

Devil Dog Ultras is a challenging trail running event held in Prince William Forest Park, Triangle, Virginia, featuring 100-mile, 100K, and 50K distances. The course consists mainly of single-track trails with some roots, rocks, and brief technical sections, along with fire roads and rolling hills b..

The Freight Train Ultra Marathon is held at High Bridge Trail State Park in Farmville, Virginia, offering distances of a half marathon, 50k, and 100k. The course is a flat rail trail with minimal elevation gain, featuring scenic views including crossing the historic High Bridge twice. The 100k route..