Trail Running calendar near Chester 2025-2026

The Breakneck Point Trail Runs, organized by Red Newt Racing, is a challenging trail running event set to take place on May 4, 2025, in Beacon, NY. Participants can choose between a half marathon (13.1 miles) and a full marathon (26.4 miles), both featuring significant elevation gains and technical ..

The Ansonia Trails 5K is a running event taking place in Ansonia, CT, designed for participants of the 169 Society. This second annual race features a unique course consisting of two laps around a 1.55-mile loop, making it slightly over or under a traditional 5K distance. Limited to 50 runners, the ..

The Watuppa Trail Races is an annual running event held in Fall River, Massachusetts, celebrating its 11th year in 2025. Participants can choose from three race distances: 10K, 30K, and 50K, catering to various skill levels and preferences. The event takes place in the scenic Watuppa Reservation, pr..

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 park's ..

The Soapstone Mountain Trail Races, taking place on May 18, 2025, in Stafford Springs, CT, feature two scenic races: a 25K and a 6K "Sampler." Both courses wind through the picturesque Soapstone Mountain area and Shenipsit Forest State Park, offering a mix of challenging terrain and beautiful views...

The Ocean State Ultra is an exciting running event taking place on May 24, 2025, at Big River State Management Area in West Greenwich, Rhode Island. Participants can choose from three race categories: 100 miles, 12 hours, and 6 hours. The course features a mix of desert, pavement, and trails, totali..

The Mine Hill Half Marathon, held at the scenic Mine Hill Distillery in Roxbury, Connecticut, is touted as one of the toughest road half marathons in the state. Participants can expect a challenging course that offers stunning views of farms, fields, and picturesque landscapes. The event features a ..

The Chesterfield Gorge Ultra & 25k will take place in Chesterfield from Saturday 31 May 2025 to Sunday 1 June 2025. You can run between 11 and 100 miles.

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. Scheduled for June 7-8, 2025, it features a scenic, flat 2.95-mile loop, ideal for both first-time ultra runners and those aiming for personal records. The event emphasizes high s..

The Wine Run at Sakonnet Vineyard is a unique running event scheduled for June 7, 2025, in Little Compton, Rhode Island. Participants can enjoy a scenic 3-mile trail run through the vineyard, concluding with a celebration featuring dinner, wine, and live music. The event is designed for individuals ..

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 of 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 runners and mountain bikers. Participants can enjoy a full day of activities, including a 4-hour run, 10K and 5K runs, a run/bike duathlon, and various mountain bike races. The festival also offer..

The Nipmuck South Trail Race is a scenic 15.7-mile out-and-back race held at Mansfield Hollow State Park in Mansfield, CT. Participants will enjoy a beautiful course that follows the Fenton River, featuring varied terrain, small bridge crossings, and a climb to a 50-foot cliff. The event includes th..

The Summer Solstice Trail Run is an exciting early morning event held in Gay City State Park, featuring three race distances: 3 miles, 5 miles, and 8 miles. Scheduled for June 21, 2025, the 8-mile race is part of the Blue-Blazed Trail Running Series and the USATF-CT Mountain, Ultra, and Trail series..

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..

The Centurion Ultra Trail Event, part of the Roosevelt Forest Ultras series, is set to take place in Stratford, Connecticut, featuring a challenging 100-mile race with a loop course of 2.5 miles. Participants can earn one of three buckles based on their completion time: Red for under 24 hours, White..

The Red Wing Trail Challenge, organized by Conquer The World Endurance, is set for July 6, 2025, in Lagrangeville, NY. Participants can choose between a challenging 60K race with approximately 6,600 feet of elevation gain or a 15K race with about 1,650 feet of gain. The course features a mix of gras..

The 7-11 Slurpee Day Ultra 60k is a unique running event taking place on July 11, 2025, in Connecticut. Participants will cover a self-supported distance of 37.5 miles, stopping at various 7-11 locations along the route. The event encourages a fun and relaxed atmosphere, with no strict course or pac..

The Soapstone Assault is a challenging trail running event that takes place around Soapstone Mountain, covering approximately 5 miles. Participants will tackle a rigorous course that requires them to ascend the mountain six times, making it a demanding hill workout. The race features steep, rocky, a..