Trail Running calendar near Chesterfield 2024-2025

We have found 33 Trailruns within 80 miles of Chesterfield. See below where and when you can find the races.

The Blue 2 Blue Challenge is a demanding 50K trail race held in New Haven, Connecticut, known for its challenging terrain and technical trails. Participants will navigate some of the toughest trails in the state, including the Regicides and Quinnipiac Trails, with a total elevation gain of approxima..

The Ansonia Trails 5K is a vibrant 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 a fun challenge for runners. Limited to 50 participants, the event pr..

The TARC Wapack and Back is a challenging trail running event organized by the Trail Animals Running Club, taking place along the scenic Wapack Trail in Ashburnham, Massachusetts. Participants can choose from three distances: 21.5 miles, 43 miles, and 50 miles, with the course featuring rocky ledges..

June 2025

The Sunapee Scramble is an exciting mountain racing event taking place on June 1, 2025, in Sunapee, NH. Participants will tackle a challenging course that begins at the base of Mount Sunapee, ascending via a service road to the summit, followed by a rapid two-mile descent back to the Base Lodge. The..

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. The event promises a..

The Brooksvale 12-Hour event is a unique running challenge held in Hamden, CT, featuring a 4.25-mile loop with a total elevation gain of 500 feet. Participants can aim for various distances, including a marathon (six loops), a 50k (eight loops), or even 50 miles within the 12-hour timeframe. The eve..

July 2025

The F.I.T. Sun Mountain Challenge is an exciting running event taking place at Bromley Mountain in Peru, Vermont. Scheduled for July 5, 2025, the challenge features three race options: a 5K, 10K, and a 25K ultra, catering to participants of all skill levels.Runners will enjoy stunning mountain views..

The 7-11 Slurpee Day Ultra 60k is a unique running event held in Vernon, CT, where participants cover a distance of 37.5 miles while stopping at various 7-11 locations. This self-supported run encourages camaraderie and fun, with a soft eight-hour cutoff. Runners can choose their own pace and route,..

Notchview Ultra is an exciting running event taking place from July 11-14, 2025, in Windsor, MA. Participants can choose from various race durations, 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-stocked a..

September 2025

The Pawling 24 Hour Trail Running Festival, hosted by C.T.W Endurance, is set to take place at Lakeside Park in Pawling, NY. This exciting event features various race options, including 24-hour, 12-hour (with a night start), 6-hour, and 3-hour challenges, all on a scenic loop course. Participants ca..

The Shawangunk Ridge Trail Run (SRT) is an exciting trail running event that celebrates the natural beauty of the Shawangunk Mountains in New York. Participants can choose from three divisions: a challenging 70-mile race for seasoned trail runners, a 30-mile option suitable for fast hikers and runne..

October 2025

The Midstate Massive Ultra Trail is an endurance running event featuring 100-mile, 50-mile, and 30-mile races that traverse the scenic landscapes of central Massachusetts, with crossings into New Hampshire, Rhode Island, and Connecticut. Set against the backdrop of New England's autumn, participants..

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 ..