Trail Running calendar near Williamsburg 2025-2026

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, who tragically lost his battle with PTSD. Participants will run over 200 miles from Sanbridge Beach to the Cape Hatteras Lighthouse and back, wi..

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 of 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. The race fea..

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, featuring a scenic loop course along the Chesapeake Bay. Participants have 6 hours to complete as many laps as they wish, with a distance of approximately 5 miles per loop. Runners rece..

The Appomattox River Regional Park 5K Trail Run is an exciting running event taking place in N. Prince George, Virginia. Scheduled for March 29, 2025, participants can choose to run or walk the scenic 5K trail.Registration fees vary, with discounts available for students and couples. All participant..

The Sheetz-to-Sheetz Trail Run is a unique 14-mile point-to-point running event held in King George, Virginia. This untimed race begins at a Sheetz convenience store and winds through scenic farmland and forests, concluding at another Sheetz location in Dahlgren. Participants enjoy a relaxed atmosph..

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 course is a flat, certified 3.75-mile..

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

The Taskinas Creek Half Marathon, set in York River State Park, Williamsburg, VA, offers a unique trail running experience. Scheduled for June 1, 2025, this event features a challenging course that includes single track trails, fire roads, and a short road section, with a total elevation gain of aro..

The Night Owl 9K is an exciting running event taking place at Freedom Park in Williamsburg, VA. This challenging race features a mix of single track, fire road, and paved trails, with rolling hills and technical sections. Participants can enjoy a post-race party with beer and pizza, and all finisher..

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 a challenging trail race set to take place on August 2, 2025, in King George, Virginia. This event invites runners of all levels to tackle a flat, well-maintained course that runs along the scenic Dahlgren Railroad Heritage Trail. Participants will experience..

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 or run on a scenic 3.7-mile loop trail. This self-supported race encourages camaraderie, as runners are required to volunteer for an hour during the event, helping fellow participants..

The Pawpaw 10 Miler and 5 Miler is an exciting running event taking place at Powhatan State Park, Virginia, on September 20, 2025. This year marks the integration of the 10 Mile Race into the park's annual Pawpaw Festival, which celebrates the native Virginia fruit. Participants can enjoy a scenic r..

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..