Trail Running calendar near Woodstock 2025-2026

The 868 Estate Vineyards 10k is a scenic running event taking place at the picturesque 868 Estate Vineyards. Participants can choose between a 5k and 10k distance, with both races contributing points towards various year-long series. Runners will receive a glass of wine, a finisher medal, a technica..

The Blue Crab Bolt Trail Run at Schaeffer Farms offers an exciting opportunity for runners to experience the beautiful trails of Germantown, MD. Participants can choose between a 5K and a 10K course, featuring well-maintained paths with twists, stream crossings, and moderate technical challenges. Th..

The Blue Crab Bolt Trail Run at Little Bennett Regional Park in Clarksburg, MD, is set for August 2, 2025. This exciting event features two race options: a 5K and a 10K, both traversing the park's scenic trails, which include challenging hills and picturesque streams. The park spans 3,600 acres and..

The Jarmans Invitational Marathon, held in Crozet, Virginia, is a unique and challenging 30-mile race that takes place on the first or second Saturday of August. The course features a steep gravel road with significant elevation gain, requiring runners to complete multiple laps. Participants can exp..

The Merrie Mill Farm & Vineyard 10k is a scenic running event taking place at the picturesque Merrie Mill Farm & Vineyard. Participants can enjoy a challenging course that includes notable hills, flat gravel, and paved roads. The event welcomes both runners and walkers, with a virtual race option av..

The Third Winchester Battlefield Half is a running event that includes a half marathon, 10k, and 5k, set in a scenic trail environment. Participants can enjoy a chip-timed race with finisher medals and technical event shirts. The event supports Operation Enduring Warrior, a nonprofit dedicated to ai..

The Miner's Lady 8-Hour is an exciting running event set in the scenic backdrop of Harper's Ferry, WV, where the Blue Ridge mountains meet the Shenandoah River. Participants will tackle a beautiful 10K loop featuring 850 feet of elevation gain, with a mix of single track trails, waterfalls, and cree..

The Orchard Dash 10k, taking place at Albemarle CiderWorks, offers runners a unique cross-country experience with a challenging course featuring hills. Participants can enjoy a post-race glass of cider, a finisher's medal, and a technical event shirt. The event supports Albemarle CiderWorks and incl..

The Inferno 10k is an exciting running event set in a challenging forest trail behind Dirt Farm Brewing in Bluemont, VA. Participants will navigate steep inclines, technical spots, and breathtaking landscapes, making for an exhilarating experience. Runners will receive a finisher medal, a technical..

The 12-Hour Adventure Trail Run, hosted by Athletic Equation, takes place in Prince William Forest Park, Virginia. This annual event challenges participants to cover as much distance as possible within a 12-hour timeframe on a 6.5-mile looped course featuring diverse terrain, including single track..

The Valley View Hard Cider Challenge Half is a running event held at Valley View Farm, featuring challenging courses that combine cross country, trail, and hilly terrain. Participants can choose from a half marathon, 10k, or 5k, with points awarded towards various year-long series. Runners receive a..

The Grindstone Running Festival by UTMB is an exciting trail running event set in the picturesque Shenandoah Valley, featuring courses through national forests adorned with stunning fall foliage. Participants can choose from four challenging distances: 100M, 100K, 50K, and 21K, catering to runners o..

The Brandy Station Battlefield 10k is a scenic running event taking place at the historic Brandy Station Battlefield. Participants can enjoy a combination of cross-country and gravel dirt road courses, featuring slight elevation gains. Runners receive a finisher's medal, a technical event shirt, and..

The Rehab Rover Canicross and Trail Race is an exciting event taking place in Gordonsville, Virginia, featuring a 10K, 5K, a casual dog-friendly 5K, and a virtual 5K option. Scheduled for October 4, 2025, this race promotes the bond between participants and their dogs as they navigate scenic trails..

The West Virginia Trilogy is a unique running event held in the scenic Monongahela National Forest, featuring a series of three races over three days. Participants can challenge themselves with a 50-kilometer run on the first day, followed by a 50-mile race on the second day, and concluding with a h..

The Full Distance 10k is a scenic trail running event held at Locust Shade Park, featuring a course that includes both trail and paved sections. Participants can enjoy a post-race beer from Full Distance Brewing, and walkers are welcome to join. The event offers a virtual race option for those unabl..

The Rocky Gap Trail Run features a challenging 25K and 50K race, along with a relay option, set in the scenic Rocky Gap State Park in Flintstone, Maryland. Participants can experience three distinct loops, showcasing the park's natural beauty and varying terrain. The 25K consists of one loop, while..

The Wilderness Run 10k is a scenic cross-country trail race taking place at Wilderness Run Vineyard, located in the historic Chancellorsville and Wilderness battlefields. Participants can enjoy a challenging course with hills, and the event also includes a 5k option. Runners receive a finisher's med..

The Fall Backyard Burn Trail Run at Lake Fairfax Park in Reston, VA, offers an exciting opportunity for runners to enjoy a scenic and challenging course. Participants can choose between a 5-mile or 10-mile race, both featuring beautiful views of the lake and a mix of smooth singletrack and technical..

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..