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 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 will take place at Muscoot Farm in Katonah, NY, on May 18, 2025. This exciting running event features a 5-mile trail race for participants aged 6 and older, along with two kids' races: one for ages 7-12 and another for children aged 6 and under. The event aims to showca..

June 2025

The Plattekill Mountain Race, scheduled for June 1, 2025, is an exciting running event held in Roxbury, NY, featuring a challenging 6.5-mile mountain race with a significant elevation gain of 3,500 feet. This race is designed for both seasoned athletes seeking a tough challenge and those training fo..

The IronHike Endurance Series - Spring 2025 takes place at Mohawk Mountain in Cornwall, CT, featuring a unique blend of hiking and trail running. Scheduled from June 5 to June 8, 2025, participants can choose from various events, including individual and team formats for distances ranging from 15 to..

The Beer Mountain Challenge at Upward Brewing Company is an exciting trail running event set in the scenic Catskill Mountains. Participants can choose between two distances: a 2-mile loop with 515 feet of elevation gain or a 4-mile option featuring two loops and a total elevation gain of 1,030 feet...

The Drummer Hill Trail Races, set in Keene, NH, offers a variety of challenging distances including 50K, 37.5K, 25K, and 12.5K. Participants can choose how many laps of the 12.5K course they wish to complete, allowing for a customizable experience. The race features technical terrain with elevation ..

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..

Manitou’s Revenge is a challenging 53-mile ultramarathon set in the scenic Catskill Mountains, starting in Windham, NY. The course features approximately 15,000 feet of elevation gain, with rocky and steep terrain that requires runners to be prepared for both hiking and technical sections. Participa..

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 Centurion Ultra Trail Event, part of the Roosevelt Forest Ultras series, is an exciting endurance race taking place in Stratford, Connecticut. Participants can challenge themselves with distances of 100 miles, 100K, 50 miles, or a marathon over a scenic 2.5-mile loop featuring New England's rugg..

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..

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 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..

August 2025

The 2025 Landis Arboretum 5K Forest Run is set to take place in Esperance, NY, featuring a scenic cross-country course through the Arboretum's forests and meadows, offering stunning views of the Schoharie Valley. This event, now in its 19th year, includes runner awards in ten-year age groups, team c..

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..

Climb It For Climate is an exciting mountain running event set in the picturesque Catskill Mountains at Belleayre Resort. Participants can choose between a challenging 25K or a shorter 8K course, both offering stunning views and a chance to enjoy the great outdoors. This event emphasizes sustainabil..

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..

September 2025

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 1.68-mile loop that combines pavement, grass, and single-track trail..

The Shawangunk Ridge Trail Run (SRT) is a scenic running event taking place in the Shawangunk Mountains, New York, featuring three divisions: a 70-mile ultra, a 30-mile run, and a half marathon. The trail showcases diverse landscapes, including rolling hills, wetlands, and stunning views across five..