Trail Running calendar near Chester 2024-2025

The James River Trail Runs is an exciting ultra-running event taking place at James River State Park, featuring a variety of distances including a 10 miler, 50K, and 50 mile options, both solo and relay. The race is designed to accommodate both novice and experienced trail runners, with a unique for..

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, 3.75-mile dirt trai..

The Happy Tail Wine Trail 5k is a fun and engaging running event taking place at 53rd Winery in Louisa, Virginia, on May 24, 2025. Participants can choose from a 5k run, a 1-mile fun run for children aged 5-13, or a 1-mile Dog Jog, encouraging families to include their pets. The event supports the L..

The Taskinas Creek Half Marathon, taking place at York River State Park in Williamsburg, VA, is a scenic and challenging race featuring a mix of single track trails, fire roads, and a short road section. With a registration limit of 200 participants, this event emphasizes a low-key atmosphere and is..

The Night Train 50K and Half Marathon is an exciting running event taking place in Farmville, VA, on June 14, 2025. Participants can choose from three distances: a 50K, a half marathon, and a sunset 5K, all set along a scenic rail trail that showcases the area's historic countryside. The race begins..

The Winery 10k is part of the 53rd Winery 5k & 10k event, taking place on July 13, 2025, at the scenic 53rd Winery in Louisa, Virginia. This race features a cross-country course around the vineyards, welcoming both runners and walkers. Participants will receive a glass of wine, a finisher's medal, a..

The Dahlgren Heritage Rail Trail 50K is a challenging trail race set in King George, Virginia, taking place on August 2, 2025. This event is part of the King George Trail Series, which includes three unique races. The course features a flat, well-maintained trail primarily composed of dirt, grass, a..

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 Merrie Mill Farm & Vineyard 10k is a scenic running event taking place on August 3, 2025, at Merrie Mill Farm & Vineyard in Keswick, VA. Participants can enjoy a picturesque course that includes a mix of gravel, dirt, and paved roads, with notable hills. The event welcomes both runners and walke..

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..

The Rehab Rover Canicross and Trail Race, taking place in Gordonsville, VA, features a variety of events including a 10K, 5K, a casual dog-friendly 5K, and a virtual 5K. Scheduled for October 4, 2025, this event emphasizes the bond between participants and their dogs as they navigate scenic trails t..

The Pocahontas Trail Festival is a running event taking place in Chesterfield, Virginia, featuring a Half Marathon and a 10k race. Set in the scenic Pocahontas State Park, the festival offers participants a chance to enjoy picturesque trails and a well-organized race experience. Runners will receive..