Trail Running calendar near Woodstock 2024-2025

We have found 52 Trailruns within 80 miles of Woodstock. See below where and when you can find the races.

The Canaan Valley Trail Run, scheduled for June 21, 2025, in Canaan Valley State Park, offers participants a choice between a 5.9-mile and an 11.8-mile race on the scenic Promised Land Trail. This event is designed for runners of all levels and promises a fun and exciting experience. Participants wi..

July 2025

The 868 Estate Vineyards 10k is a scenic running event taking place on July 26, 2025, at the picturesque 868 Estate Vineyards. Participants can enjoy a challenging cross-country course featuring hills, with the 10k consisting of two laps of the 5k route. Runners will receive a glass of wine, a finis..

August 2025

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

The Third Winchester Battlefield Half is a running event taking place on August 9, 2025, featuring a half marathon, 10k, and 5k races. Participants can enjoy scenic routes through the historic battlefield, with options for both in-person and virtual participation. Runners receive a finisher's medal,..

September 2025

The Inferno 10k is an exciting running event set to take place on September 6, 2025, at Dirt Farm Brewing in Bluemont, Virginia. Participants will navigate a challenging forest trail featuring steep inclines, technical spots, and breathtaking scenery. Runners will receive a finisher medal, a technic..

The Valley View Hard Cider Challenge Half is a scenic running event held at Valley View Farm, featuring challenging courses that include cross country, trails, and hills. Participants can choose from a half marathon, 10k, or 5k, with points awarded towards various running series. Runners receive a f..

The Grindstone Running Festival by UTMB is an exciting trail running event set in the picturesque Shenandoah Valley, featuring courses through the stunning national forest. Participants can choose from four challenging distances: 100M, 100K, 50K, and 21K, each designed to test endurance and skill ag..

UTMB Index

The Brandy Station Battlefield 10k is a scenic running event scheduled for September 27, 2025, at the historic Brandy Station Battlefield. Participants can enjoy a combination of cross-country and gravel dirt road courses, featuring slight elevation gains. Runners will receive a finisher's medal, a ..

October 2025

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 Halloween Horror 10k is a thrilling running event taking place at Conway Robinson State Forest Park. Participants can enjoy a scenic trail route that features technical terrain and minor hills. The event includes both a 10k and a 5k option, with points contributing to various series standings.Ru..

November 2025

The Fire on the Mountain 50K Trail Race takes place in Green Ridge State Forest, Little Orleans, MD, featuring both a 50K and a 25K distance. The 50K course is approximately 31.95 miles with seven aid stations, while the 25K spans about 16.3 miles with three aid stations. Runners must complete the 5..

The MCRRC Stone Mill 50 Mile Run is a challenging ultramarathon event taking place in Montgomery Village, Maryland. Scheduled for November 8, 2025, this race attracts runners of various skill levels who are eager to test their endurance on a scenic course. Participants can expect well-organized logi..