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 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, with both competitive and non-competitive options available. Participants c..

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 six hours to complete as many laps as they wish, with a distance of approximately five miles per loop. Runners..

The Appomattox River Regional Park 5K Trail Run is an exciting running event scheduled for March 29, 2025, in North Prince George, Virginia. Participants can choose to run or walk the 5K course, with all entrants receiving a medal. Awards will be given to the top three overall male and female finish..

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 individually or as part of a team in a 24-hour race format. The event aims to raise funds for the American Cancer Society, with a lifetime total of $310,000 raised t..

May 2025

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..

June 2025

The Taskinas Creek Half Marathon, taking place at York River State Park in Williamsburg, VA, offers a unique running experience on June 1, 2025. This event features a challenging course that includes a mix of single track trails, fire roads, and a short road section, with scenic views and rolling te..

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 roads, and paved trails, with rolling hills and technical sections. Participants can enjoy a post-race party with beer and pizza, and all finishe..

August 2025

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

The DHRT 50K is an exciting trail running event set in King George, Virginia, taking place on August 2, 2025. This challenging race traverses the scenic Dahlgren Railroad Heritage Trail, offering participants a flat and well-maintained course primarily shaded by trees. Runners will face the added ch..

The 3H Trail Half Marathon, scheduled for August 2, 2025, in King George, VA, offers participants a scenic out-and-back course along the Dahlgren Railroad Heritage Trail. This flat and smooth trail, ideal for running, features a variety of surfaces and is shaded by trees, providing a comfortable env..

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..

September 2025

The Pawpaw 10 Miler and 5 Miler is an exciting running event taking place at Powhatan State Park, Virginia, as part of the annual Pawpaw Festival. This year marks the third edition of the race, which celebrates the park's 10th anniversary. Participants can choose between a scenic 10-mile course and..

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..

The Piedmont 8 Hour is an exciting trail running event held at Powhatan State Park, celebrating its 10th year. Participants will navigate a scenic 2.7-mile loop featuring gentle elevation changes, open meadows, and forested areas, all while enjoying the beautiful fall foliage. Runners can expect aid..

Greensprings 24 is a 24-hour endurance race taking place in Williamsburg, VA, designed for participants to challenge themselves in completing as many miles as possible. The event features a USATF certified loop course of 2.215 miles, with various distance benchmarks including 50k, 50 miles, and 100..

Haunts & Hallows is a half marathon event organized by Winding Way Run Co., taking place in the scenic trails of First Landing State Park, Virginia Beach. This community-focused race welcomes participants of all levels, offering a supportive atmosphere with aid stations stocked with refreshments. Ru..

November 2025

The Noland Trail 50K and Relay is a unique running event taking place in Newport News, VA, on November 1, 2025. Participants can choose to compete in a solo 50K or as part of a relay team consisting of 2-6 members. The course features six laps on the scenic Noland Trail within The Mariners’ Museum P..

December 2025

The Pocahontas Half, along with a 10k and 5k, is a scenic running event held at Pocahontas State Park near Richmond. Participants can enjoy the beautiful wooded trails of the Bright Hope Trail area, which features a mix of dirt and pine needle paths. The event welcomes walkers and offers a virtual r..