Trail Running calendar near Williamsburg 2025-2026

We have found 24 Trailruns within 80 miles of Williamsburg. See below where and when you can find the races.

The Dahlgren Trail Half Marathon is a scenic running event taking place on February 15, 2025, along the 16-mile Dahlgren Railroad Heritage Trail in King George County, Virginia. This flat, out-and-back course offers participants a chance to enjoy the natural beauty of the area while competing for ca..

The Saint Marys Lake Trail Series is an exciting running event taking place in Leonardtown, MD, featuring three race distances: 50K, 34K, and 17K. Set against the scenic backdrop of Saint Mary’s Lake and the surrounding Salem Forest, participants will navigate a roughly 10.5-mile loop that combines ..

The Swammie Shuffle 200 is a unique running event taking place in Virginia Beach, VA, designed to honor the memory of Marine veteran Dustin “Swammie” Lang and raise awareness for veteran suicide prevention. Participants will run over 200 miles from Sanbridge Beach to the Cape Hatteras Lighthouse and..

March 2025

The Robious Landing 3 Miler is a trail running event taking place at Robious Landing Park in Midlothian, Virginia. Scheduled for March 2, 2025, the event features both an in-person race and a virtual option, allowing participants to run at their convenience from March 1 to March 3. This race emphasi..

The Running Ravens 5k is a fundraising event scheduled from March 7 to March 10, 2025, in Chester, Virginia. Participants can choose to run the 5k in person or opt for a virtual race. The course will traverse a cross-country trail, which is not suitable for strollers, dogs, or wheelchairs. Registrat..

The Last Stand Loch Lothian Backyard Ultra is an exciting endurance event set to take place in Midlothian, Virginia. This unique race challenges participants to complete a 4.18-mile loop within one hour, with the goal of being the last runner standing. The event is designed for both seasoned ultra-r..

Blackbeard's Revenge 100 is an exciting ultra and relay running event taking place in the Outer Banks, North Carolina, from March 22 to March 23, 2025. Participants can choose from various distances, including a 100 Mile, 100 Kilometer, and a 100 Mile Relay, as well as virtual options for those unab..

The Women's Trail Festival is a two-day running and hiking event taking place at Freedom Park in Williamsburg, VA. Scheduled for March 29-30, 2025, the festival features a competitive 10-mile trail race and an 8k trail hike, along with non-competitive options for both distances. Participants can enj..

The Miocene Epic Endurance Challenge is an annual trail race held at Calvert Cliffs State Park in Lusby, Maryland. Participants can run a ~5 mile loop for up to 6 hours, aiming to cover as much distance as possible. Runners receive a premium item, a swag bag, and access to a fully stocked aid statio..

April 2025

The Sheetz-to-Sheetz Trail Run is a unique 14-mile untimed race held in King George, Virginia, designed to benefit local charities. Participants start at one Sheetz convenience store and finish at another, traversing the scenic Dahlgren Railroad Heritage Trail. The event emphasizes enjoyment over co..

The Long Creek 60K is an exciting running event taking place in Virginia Beach, VA, featuring both 60K and 30K distances. Participants will traverse nine scenic trails within First Landing State Park, showcasing diverse landscapes such as maritime forests, cypress swamps, and beautiful bay shoreline..

The Virginia Run for Cancer is a unique running event scheduled for April 26, 2025, in Hampton, VA. Participants can choose to compete solo or as part of a team in a 24-hour race, with awards for top finishers and special recognition for fundraising efforts. The event has raised over $310,000 for th..

May 2025

The Dominion Energy Riverrock Trail Running Events, taking place from May 16 to May 18, 2025, in Richmond, VA, features a series of exciting races including the Belle Isle Blitz (5k), James River Scramble (10k), and Bust the Banks Half Marathon. This annual festival, organized by Sports Backers and ..

June 2025

The Taskinas Creek Half Marathon, set in York River State Park, Williamsburg, VA, offers a unique trail running experience. Participants will navigate a course featuring a mix of single track trails, fire roads, and a short road section, with a challenging final two miles. The event is designed for ..

August 2025

The 3H Trail Half Marathon, scheduled for August 2, 2025, takes place on the scenic Dahlgren Railroad Heritage Trail in King George, VA. This flat and smooth course, ideal for runners, features a variety of surfaces and is shaded by trees, ensuring a comfortable experience. Participants can expect a..

The Dahlgren Heritage Rail Trail 50K is an exciting endurance race set to take place in King George, Virginia, on August 2, 2025. This challenging event features a flat, well-maintained course primarily composed of dirt, grass, and gravel, providing a scenic and shaded running experience. Participan..

The DHRT 50K is a challenging trail race set in King George, Virginia, taking place on the Dahlgren Railroad Heritage Trail. This event is designed for endurance athletes, offering a flat and mostly shaded course that allows participants to focus on their pace. However, runners should be prepared fo..

The Terrible Twelve is a unique 12-hour running event taking place in Williamsburg, VA, where participants can walk, run, or combine both over a scenic 3.7-mile loop on the Warhill Nature Trail. This self-supported race encourages camaraderie, as runners must volunteer for an hour during the event t..

October 2025

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..

Haunts & Hallows is a half marathon event organized by Winding Way Run Co., taking place in Virginia Beach, VA, at First Landing State Park. The race features scenic trails with a mix of roots, bridges, and sandy sections, offering a welcoming atmosphere for runners of all levels. Participants can e..