Trail Running calendar near Williamsburg 2025-2026

We have found 27 Trailruns within 80 miles of Williamsburg. See below where and when you can find the races.

The Dahlgren Trail Half Marathon, held in King George, Virginia, offers a scenic out-and-back course along the flat, smooth Dahlgren Railroad Heritage Trail. This event features a 13.1-mile race on an old railroad bed, providing a comfortable and picturesque running experience. Participants enjoy ca..

February 2026

Swammie Shuffle 200 is a 200-mile, self-supported ultramarathon based in Virginia Beach, Virginia. Runners depart from Sandbridge Beach and travel south through the Outer Banks of North Carolina to the Cape Hatteras Lighthouse, then turn around for the return trip to finish along the Virginia Beach..

March 2026

Blackbeard’s Revenge 100 Ultra & Relay is a North Carolina Outer Banks endurance event running from Corolla to Hatteras. Scheduled for March 21–22, 2026, it offers 100 miles, 100K, and a 100-mile relay for teams. The point-to-point course is 100% paved, with sweeping coastal views and the Outer Bank..

Women's Trail Festival is a trail running and hiking event in Freedom Park, Williamsburg, Virginia, organized by Happy Cat Fitness. The festival features a competitive 10-mile loop on Saturday and a 10-mile hike on Sunday, plus an 8k hike on Saturday that uses the first portion of the course. The lo..

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..

Long Creek 60k/30k takes place in Virginia Beach, VA, within First Landing State Park. The course covers all nine scenic trails: Long Creek, White Hill Lake, Cape Henry, Kingfisher, Osmanthus, Bald Cypress, High Dune, Fox Run, and Osprey. Runners traverse maritime forests, cypress swamps, salt marsh..

Virginia Run for Cancer is a 24-hour running event in Hampton, Virginia at 1255 Big Bethel Road. It offers 24-hour solo and team formats with a 3.75-mile flat dirt nature park trail lap that participants complete repeatedly. The course is USATF-certified (VA12075RT) and walkers of all abilities are..