Trail Running calendar near Great Barrington 2024-2025

We have found 47 Trailruns within 80 miles of Great Barrington. See below where and when you can find the races.

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..

October 2025

The IronHike Endurance Series, taking place at Mohawk Mountain in Cornwall, CT, is a unique multi-day event designed for hiking and trail running enthusiasts. Scheduled for October 2-5, 2025, participants can choose from various challenges, including individual and team formats, with distances rangi..

The Forbidden Forest 30 Hour Ultra Run is an exciting endurance event set in Stratford, CT, where participants can run, power-hike, or walk for up to 30 hours. This ultra run offers various distance options, including 26.2 miles, 50K, 50 miles, 100K, and 100 miles, with a focus on achieving the most..

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 ..

November 2025

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..

Rob's Trail Run Edition is a running event taking place at Stillwell Woods Preserve in Woodbury, NY. Scheduled for November 30, 2025, the event features two main races: a 5K Adult Trail Run for participants aged 19 and older, and a 5K High School or Youth Trail Run for those aged 18 and under. This ..