Trail Running calendar near Poughkeepsie 2025-2026

The MCW NJ Appalachian Trail Runventure is a unique running event scheduled for May 17, 2025, in Scotch Plains, NJ. Participants can choose between a marathon or a 40-mile run, both designed to provide a fully supported experience along the New Jersey Appalachian Trail. This event is also a fundrais..

The Macho Trail Run is an exciting running event taking place in Stillwell Woods Preserve, Woodbury, NY. Scheduled for May 17, 2025, the event features two main races: a 5-mile Adult Trail Run and a 5-mile High School or Youth Trail Run, promoting fitness and community engagement. Participants are e..

C'mon Armageddon is an exhilarating running event set in the challenging terrain of Norvin Green State Park, West Milford, NJ. Scheduled for May 18, 2025, participants can choose from three race distances: a grueling 50K with over 7000 feet of elevation gain, a 10 Miler with 2000 feet, or a 5 Miler..

The Spring Run The Farm event, scheduled for May 18, 2025, in Katonah, NY, features a 5-mile trail race and two kids' races. The main event is open to participants aged 6 and older, while the kids' races cater to ages 7-12 and 6 and under. The race takes place at Muscoot Farm, showcasing the area's..

The NSRF Long Island Lemonade Trail 5K is a vibrant running event taking place at Blydenburgh County Park on May 24, 2025. This trail run offers participants a refreshing experience as they navigate a mix of pavement, dirt roads, and hard-packed trails. The event includes a free Kiddie Dash and feat..

The Mine Hill Half Marathon, hosted by Steep Endurance, is touted as one of the toughest road half marathons in Connecticut. Set against the picturesque backdrop of the Mine Hill Distillery in Roxbury, participants will enjoy stunning views of farms and fields while navigating a challenging course...

The Forest Park Runners Classic 4 Mile Road and Trail Race is set to take place on May 25, 2025, at Victory Field Track in Woodhaven, NY. This event features a scenic 4-mile out-and-back course through the beautiful trails and roads of Forest Park. Participants can expect custom technical T-shirts a..

The Chesterfield Gorge Ultra & 25k is a unique running event held at the Chesterfield Gorge Reservation, featuring a 'choose your own adventure' format. Participants can select from various distances, including 100 miles, 100k, 50 miles, 50k, and 25k, with staggered starts to manage the flow of runn..

The Peach Hill "Run For the Hill of It" 5K is a cross-country running and walking event taking place at Peach Hill Park in Poughkeepsie, NY. Participants will traverse scenic trails, reaching the highest point in the town for stunning views. Open to all ages, the event encourages both runners and wa..

The Plattekill Mountain Race, taking place on June 1, 2025, in Roxbury, NY, features a challenging 6.5-mile course with a significant elevation gain of 3,500 feet, perfect for those seeking an epic mountain challenge. Additionally, a 5k race is available for participants looking for a shorter experi..

The IronHike Endurance Series - Spring 2025 takes place at Mohawk Mountain in Cornwall, CT, from June 5 to June 8, 2025. This unique event combines hiking and trail running, offering participants various challenges, including individual and team formats. Events range from 12 to 84 hours, with distan..

The Sri Chinmoy 24-Hour, 12-Hour, and Midnight Marathon is a running event taking place at Rockland Lake State Park, NY. This scenic race features a flat, 2.95-mile paved loop, ideal for both first-time ultra runners and those aiming for personal records. The event emphasizes high standards of runne..

The Beer Mountain Challenge at Upward Brewing Company is an exciting trail running event set in the scenic Catskill Mountains. Participants can choose between two distances: a 2-mile loop with 515 feet of elevation gain or a 4-mile option featuring two loops and 1,030 feet of elevation gain. The cou..

The XTERRA Transcend Trail Run, taking place on June 14, 2025, at Dickerson Mine Preserve in Randolph, NJ, is a premier trail running event featuring a Half Marathon, 10K, and 5K. This accessible race showcases scenic lakeside views and well-maintained singletrack trails with minimal elevation gain,..

The Ansonia Six Hour Trail Run is an exciting endurance event taking place at the Ansonia Nature Center in Ansonia, Connecticut. Participants will tackle approximately 1.9-mile loops on moderately technical singletrack trails, featuring about 170 feet of elevation gain per loop. Scheduled for the se..

The Norbrook Farm Brewery Trail Festival is an exciting outdoor event featuring a variety of trails for both runners and mountain bikers. Participants can enjoy a full day of activities, including a 4-hour run, 10K and 5K runs, and a run/bike duathlon. The festival also offers delicious food from lo..

Manitou’s Revenge is a challenging 53-mile ultramarathon set in the scenic Catskill Mountains, starting in Windham, NY. The course features approximately 15,000 feet of elevation gain, with rocky and steep terrain that requires runners to be self-sufficient, as aid stations are limited. Participants..

The Free to Run Trail Races, organized by the Berkshire Ultra Running Community for Service (BURCS), will take place on June 21, 2025, in Pittsfield State Forest, Massachusetts. This event features three race distances: 15K, 25K, and 50K, designed to challenge participants with scenic trails, long c..

TPK Bad Decisions is an exciting 30-hour team event held in Andover, NJ, where four-person teams tackle a series of mandatory challenges. This unique competition combines elements of adventure racing and problem-solving, requiring participants to navigate, carry heavy loads, and complete various tas..

The Brooksvale 12-Hour event is a unique running challenge set in Hamden, CT, featuring a 4.25-mile loop with a total elevation gain of 500 feet. Participants can aim for various distances, including 50 miles, a marathon, or a 50k, making it suitable for runners of all levels. The event includes aid..