Trail Running calendar near Cheshire 2024-2025

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 Tails & Trails State Forest Run, scheduled for May 17, 2025, in Pittsfield, MA, features three race distances: 50K, 25K, and 5 Miler. This event supports local animal rescue nonprofits, including Red Robin Song Animal Sanctuary, No Paws Left Behind, and Berkshire Bird Paradise, Inc. Participants..

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 Ocean State Ultra is a running event taking place in West Greenwich, Rhode Island, featuring multiple race options including a 100-mile race, a 12-hour challenge, and a 6-hour race. This event is designed for ultra-distance runners and offers a scenic course for participants to test their endura..

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, offering a unique blend of hiking and trail running from June 5 to June 8, 2025. Participants can choose from various events, including individual and team formats, with distances ranging from 15 to over 152 ..

The Sri Chinmoy 24 & 12-Hour, Midnight Marathon is a unique running event taking place at Rockland Lake State Park, NY, on June 7-8, 2025. Participants can choose between a 24-hour race, a 12-hour race, or a Midnight Marathon, all set on a scenic, flat 2.95-mile paved loop. The event caters to runne..

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 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, signif..

The Summer Solstice Trail Run is a scenic early morning event held in Gay City State Park, offering participants three race distances: 3 miles, 5 miles, and 8 miles. The 8-mile race is part of the Blue-Blazed Trail Running Series and the USATF-CT Mountain, Ultra and Trail series, providing a competi..

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

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 through picturesque terrain. Participants can earn one of three unique buckles based on their completion time: Red for under 24 hours, Wh..

The Notchview Ultra is an exciting multi-day running event scheduled for July 11-14, 2025, in Windsor, MA. Participants can choose from various race formats, including 100.7 miles, 72 hours, 48 hours, 24 hours, 12 hours, and 6 hours, all set on a scenic 1.9-mile loop trail. The event features well-s..

The 7-11 Slurpee Day Ultra 60k is a unique running event taking place in Vernon, CT, on July 11, 2025. 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 pace..

The Sweltering Summer Ultra is an annual running event taking place in Pittsfield, Massachusetts, featuring an 8-hour race on a certified dirt and cinder track. Participants can run or walk as many laps as they choose, with a total of 74 laps required to complete a marathon distance. The event inclu..

The Interstate 17 Trail Run, taking place in Closter, NJ, is a challenging 17-mile race designed for experienced runners. Participants will navigate a rugged course featuring over 5,000 feet of elevation change, with technical trails and stunning views along the Hudson River. The race consists of fo..

The Jug End Loop Ultra is an exciting running event scheduled for August 23, 2025, at Jug End State Reservation in Egremont, MA. Participants can engage in a 6-hour ultra event, completing as many laps as possible on a scenic 4.2-mile course that features a mix of woods, fields, and an apple orchard..

The Pawling 24 Hour Trail Running Festival is an exciting endurance event taking place in Pawling, NY, featuring a variety of race options including 24-hour, 12-hour, 6-hour, and 3-hour challenges. Participants will run on a scenic loop course that combines pavement, grass, and single-track trails, ..

The Shawangunk Ridge Trail Run (SRT) is a scenic running event that takes place along the 70-mile Shawangunk Ridge Trail, which spans from High Point State Park in New Jersey to Rosendale, New York. The event features three divisions: a 70-mile ultra, a 30-mile run, and a half marathon, catering to ..

The Wild Goose Trail Festival, taking place from September 20-21, 2025, at Wawayanda State Park in Hewitt, NJ, offers a variety of trail running events, including distances from 1 mile to 100 miles. This festival features a supportive atmosphere with generous cut-off times, making it ideal for both ..