Trail Running calendar near Winchester 2025-2026

Leopold's Preserve 10k is a trail running event taking place at Leopold's Preserve in Haymarket, Virginia. Participants can enjoy a scenic course that features a mix of dirt paths and natural terrain. The event is part of a series where points are accumulated towards year-long competitions.Runners r..

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, scheduled for July 26, 2025, features both 5K and 10K events. Set in Germantown, MD, the race takes place on well-maintained trails that include twisty single-track paths, stream crossings, and some technical sections. The event starts and ends at the..

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 MD Heat Trail Race, scheduled for August 9, 2025, offers participants a choice between a 25K and a 50K trail run in the scenic Patapsco Pickall Area of Elkridge, MD. The course features rolling single tracks, technical sections, and two river crossings, providing a challenging yet enjoyable expe..

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 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..

Trails 4 Tails is an exciting running event taking place at Codorus State Park in Hanover, PA, featuring a 40 Mile Ultra, a 40 Mile Relay, and a 25K+ race. The course consists of a scenic 5.72-mile loop that includes single track trails and beautiful shoreline views around Lake Marburg. Participants..

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 Rock 'N The Knob Trail Challenge is Pennsylvania's highest trail race, taking place in Claysburg. Scheduled for September 13, 2025, the event features three challenging courses: an Ultramarathon (50K), a Medium Distance Course (20K to 25K), and a Short Course (approximately 10K). Each course off..

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 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 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 Rick O'Donnell Memorial 5 Mile Trail Run and Ultra Challenge is an annual running event held in Mount Airy, Maryland, organized by the Frederick Steeplechasers Running Club. The event features three distinct challenges: a 5-mile trail run, a 4-hour challenge, and an 8-hour ultra challenge, allow..

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..