Trail Running calendar near Pittsfield 2025-2026

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 Angevine Farm Half Marathon is part of the Angevine Farm Trail Festival, held in Warren, Connecticut. This scenic event features a variety of trail running options, including a half marathon, 5K, and an 8-hour endurance race. Participants will enjoy unique trails through grassy fields, state for..

The Gardiner Dump Run is an exciting running event scheduled for September 21, 2025, in Gardiner, NY. Participants can choose between a 5k trail run or a 10k option, which consists of two laps of the 5k course. The race takes place on scenic single-track trails through wooded hillsides near the Wall..

The Cat's Tail Trail Marathon is an exciting point-to-point trail marathon set in the stunning Slide Mountain Wilderness Area of the Catskill Mountains, New York. Scheduled for September 27, 2025, this challenging race features nearly 7000 feet of elevation gain, offering participants breathtaking v..

The IronHike Endurance Series, taking place at Mohawk Mountain in Cornwall, CT, is a unique multi-day event designed for both individual participants and teams. Scheduled for October 2-5, 2025, it features various challenges, including the Kuwohi, Double K, Denali, Everest, and Olympus Mons Ultra, e..

The Nipmuck Trail Marathon, taking place in Ashford, CT, is a challenging 26.4-mile race that showcases the rugged beauty of the Nipmuck Trail. Participants can choose between the full marathon or a relay option, where two runners split the course. The race features a mix of terrain, including rocks..

The Midstate Massive Ultra Trail is an endurance running event taking place in New Ipswich, NH, featuring three challenging race options: 100 miles, 50 miles, and 30 miles. Set against the stunning backdrop of New England's autumn, participants will navigate the historic Midstate Trail, which crosse..

The Mohawk Mountain Race, organized by Steep Endurance in collaboration with Mohawk Mountain Ski Area, offers a thrilling trail running experience set against the backdrop of stunning fall foliage. Participants can choose from various distances, including 5K, 10K, Half Marathon, and Marathon, with p..

The Mt. Tom Trail Race, organized by Beast Coast Trail Running, offers participants a chance to explore the scenic beauty of Mt. Tom during peak foliage.The event features challenging courses, including a solo 25k, a 2-person relay, and a solo 10k, all set within the rugged terrain of Mt. Tom State ..

The "8 Hours at the Farm" is a trail running event organized by Steep Endurance, taking place at Gurski Farm/Williams Park in Brookfield, CT. This race features a scenic, approximately 4-mile loop that includes single track and rolling farm trails, fostering a vibrant community atmosphere among part..

The Saratoga Stryders Fall Back 5 Mile Trail Race is an exciting running event held at Saratoga Spa State Park. Participants can enjoy a scenic course featuring hills, ridges, and a mix of trails, showcasing the park's natural beauty. The race encourages runners to embrace the autumn season, with re..

The Tarrywile Half Marathon is recognized as one of the most challenging trail half marathons, featuring nearly 3,000 feet of elevation gain and technical Northeast single track terrain. The course offers stunning views of Danbury and serene lakes within Tarrywile Park. Participants can choose from ..

The Tower Tag Challenge is a trail running event held at Sleeping Giant State Park in Connecticut, known for its stunning views and diverse trails. Participants can choose between 4-hour and 8-hour options, racing up and down the Tower Trail, which ascends over 600 feet to the Observation Tower. Eac..