Trail Running calendar near Charlottesville 2025-2026

We have found 57 Trailruns within 80 miles of Charlottesville. See below where and when you can find the races.

The DHRT 50K is a challenging trail race held in King George, Virginia, along the Dahlgren Railroad Heritage Trail. This 50-kilometer event takes place in August, presenting runners with the added challenge of Virginia's intense summer heat and humidity. The course is fast and flat, mostly shaded by..

The 3H Trail Half Marathon in King George, Virginia, is a scenic out-and-back race held entirely on the Dahlgren Railroad Heritage Trail, a flat, smooth, and fast rails-to-trails course featuring dirt, gravel, grass, and pine needle surfaces. The trail offers nearly 100% shade, making it a pleasant..

The Jarmans Invitational Marathon is a challenging 29-mile race held in Crozet, Virginia, typically on the first or second Saturday of August. The course consists of five laps up and down Jarmans Gap Road, a steep gravel road with 7,610 feet of total elevation gain and loss. Runners face tough condi..

The Dahlgren Heritage Rail Trail 50K is a challenging ultramarathon held annually in King George, Virginia, along the scenic Dahlgren Railroad Heritage Trail. This flat, well-maintained, and mostly shaded out-and-back course covers 31 miles on a converted railroad bed featuring dirt, grass, pine nee..

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 Orchard Dash 10k is a cross-country trail running event held at Albemarle CiderWorks in North Garden, Virginia. Featuring a challenging course with plenty of hills, the 10k consists of two laps of a looped trail, while a 5k option completes one lap. Participants enjoy a chip-timed race with wate..

September 2025

The Odyssey Trail Running Rampage is a trail running event held at Douthat State Park in Millboro, Virginia. Scheduled for September 6, 2025, it features four race distances: 50K, Marathon (26.2 miles), Half Marathon (13.1 miles), and a Six-Miler (6 miles). The courses are looped, showcasing challen..

The Vineyard Vista 10k is a scenic running event held at Muse Vineyards in Woodstock, Virginia, along the North Fork of the Shenandoah River. The course features a mix of cross-country trails through vineyards, paved road sections, and trails around Seven Bends State Park. Runners can choose between..

The 12 Hour Adventure Trail Run, held at Prince William Forest Park near Triangle, VA, is an endurance trail running event featuring a 6.5-mile figure-eight loop course. The course, set on 100% trails including single track and fire roads, offers approximately 650 feet of elevation gain per loop wit..

The Valley View Hard Cider Challenge Half is a scenic and challenging running event held at Valley View Farm in Delaplane, Virginia. The race features a half marathon, 10k, and 5k distances, with courses combining cross country, trail, and hilly terrain. The half marathon is an out-and-back route co..

The Grindstone Running Festival by UTMB is a premier trail running event held in the scenic Shenandoah Valley, Virginia, featuring challenging courses through the George Washington and Jefferson National Forests. Set against stunning fall foliage and mountain views, the festival offers four race dis..

UTMB Index

The Pawpaw 10 Miler and 5 Miler is an annual running event held at Powhatan State Park in Powhatan, Virginia. The race features a scenic 10-mile course along the James River, through open fields, shaded singletrack trails, and past historic cabin ruins, offering a mix of flat, fast riverfront terrai..

The Woodstock Warrior is an endurance trail running event held at Seven Bends State Park in Woodstock, Virginia. It features a challenging 10-mile loop course with mixed terrain, including gravel roads, two-track dirt roads, and single-track trails, with approximately 1,800 feet of elevation gain pe..

The Laurel Ridge Community College 5K is a multi-surface, cross-country run/walk event held on the Middletown campus of Laurel Ridge Community College. The race starts and finishes outside the Student Union Building on Garland Snapp Drive. The course includes running in front of the school, a shorte..

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 gains but no major climbs. Runners can choose between 5k and 10k distances, with the 10k route bein..

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..

October 2025

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 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: a 50-kilometer run on day one, a 50-mile run on day two, and a 13.1-mile half marathon on day..

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..