Trail Running calendar near Williamsburg 2025-2026

We have found 22 Trailruns within 80 miles of Williamsburg. 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, flat, and fast out-and-back race held entirely on the Dahlgren Railroad Heritage Trail, a converted railroad bed offering solid footing with surfaces of dirt, gravel, grass, and pine needles. The course starts at the eastern end of th..

The Dahlgren Heritage Rail Trail 50K is a challenging ultramarathon held in King George, Virginia, on the Dahlgren Railroad Heritage Trail. This flat, fast, and well-maintained out-and-back course spans 31 miles along a converted railroad bed featuring dirt, grass, pine needles, crushed stone, and s..

The Terrible Twelve is a unique 12-hour endurance race held in Williamsburg, Virginia, on the Warhill Nature Trail. Participants run or walk as many 3.7-mile loops as possible from 7 PM to 7 AM, with a one-mile add-on available in the final half hour. The course features crushed gravel and rolling h..

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 them to run as much or as little as they choose. The course is flat, unpaved, and tree-lined, offering scenic views of..

September 2025

The Pawpaw 10 Miler and 5 Miler take place at Powhatan State Park in Powhatan, Virginia, featuring scenic runs along the James River, through open fields, shaded forests, and past historic cabin ruins. The event offers a 10-mile race and a shorter 5-mile option, both incorporating diverse terrain in..

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 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 Greensprings 24 is a 24-hour endurance race held in Williamsburg, VA, benefiting The Arc of Greater Williamsburg, a nonprofit supporting adults with disabilities. The race features a USATF-certified 2.215-mile loop course on mainly flat, scenic, crushed gravel trails with minimal elevation chang..

The Smithfield Hog Jog will take place in Smithfield on Saturday 25 October 2025. You can run between 5 and 5 kilometers.

Haunts & Hallows is a half marathon trail race held in Virginia Beach, VA, at First Landing State Park. The course features gently rolling trails with about 300 feet of elevation gain, including roots, bridges, and sandy sections, offering scenic and varied terrain. The event fosters a supportive co..

November 2025

The Noland Trail 50K & Relay is a unique running event held in Newport News, Virginia, within The Mariners’ Museum Park. Participants can choose to run solo or as part of a relay team of 2 to 6 members. The 50K race consists of six laps on the scenic Noland Trail, with short course sections before a..

December 2025

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,..

The Pocahontas Half is a scenic running event held at Pocahontas State Park in Chesterfield, Virginia. It features a half marathon, 10k, and 5k race, all taking place along the forested Bright Hope Trail. The course offers a soft running surface of dirt and pine needles with some minor hills, provid..

The Mel Williams Memorial Seashore 50K, presented by Brooks, is a trail ultramarathon held at First Landing State Park in Virginia Beach, VA. The race features a challenging two-loop course starting and ending at the park's boat ramp. Runners navigate scenic trails with aid stations at 64th Street a..

January 2026

The Snowy Owl 10 Mile is a challenging trail race held at York River State Park in Williamsburg, Virginia. The course features a mix of terrain including five miles of technical single track, dirt fire road trails, about three-quarters of a mile on paved road, rocky sections, twisting trails, and a..

The Dahlgren Trail Half Marathon is a scenic running event taking place on the Dahlgren Railroad Heritage Trail in King George, Virginia. This half marathon features a flat, out-and-back course that showcases the natural beauty of the area. Participants can enjoy cash prizes, custom finisher medals,..

February 2026

The Swammie Shuffle 200 is an ultramarathon held in Virginia Beach, VA, covering over 200 miles. Runners start at Sandbridge Beach and head south through the Outer Banks of North Carolina to the Cape Hatteras Lighthouse, the turnaround point, before returning to the start. The course features scenic..

March 2026

Blackbeard’s Revenge 100 is an ultra-distance running event held on North Carolina’s Outer Banks, spanning from Corolla to Hatteras. Scheduled for March 21-22, 2026, the race offers 100-mile and 100K solo distances, as well as a 100-mile relay option for teams. The course is entirely paved and featu..

April 2026

The Sheetz-to-Sheetz Trail Run is a 14-mile untimed point-to-point trail run held in King George, Virginia. Starting at a Sheetz convenience store near King George Middle School, the course follows rural roads briefly before transitioning to the flat, well-marked Dahlgren Railroad Heritage Trail, a..