Trail Running calendar near Pittsfield 2025-2026

The Dar Snowshoe Scramble is a fun and low-key running event that offers participants the option to snowshoe or trail run, depending on snow conditions. The course is approximately 3.8 miles, with potential variations between 5k and 10k. The event emphasizes enjoyment over competition, with no forma..

The Gurney Lane 5K Snowshoe Race will take place in Queensbury on Sunday 26 January 2025. You can run 5 kilometers.

The Frigus Snowshoe Festival is an annual event organized by the Endurance Society, taking place at Moreau Lake State Park in Gansevoort, NY. The festival features a variety of race distances, including a challenging 60K ultramarathon, a 30K, a 15K, a 4.7-mile race, and a 1-mile kids' race. Particip..

The Saratoga Winterfest 5K Snowshoe Race is an exciting winter event taking place at Saratoga Spa State Park in Saratoga Springs, NY. Scheduled for February 2, 2025, this race welcomes both snowshoe hikers and runners. Participants can register on the day of the event, and snowshoes are available fo..

The Camp Saratoga 8K Snowshoe Race is an annual event held at the Wilton Wildlife Preserve & Park in Gansevoort, NY. Scheduled for February 8, 2025, this race invites participants to enjoy the scenic trails while snowshoeing. Registration is available on the day of the event, and snowshoe rentals ar..

The Spring on the Trails Endurance Runs is an exciting annual event held in Lagrangeville, NY, featuring timed races of 3, 6, and 12 hours on a scenic 5k trail loop with approximately 250 feet of elevation gain per lap. Participants aim to complete as many loops as possible within their chosen time ..

The Northern Nipmuck Trail Race is a 16-mile trail running event held in Union, Connecticut, taking place on March 29, 2025. Organized by the Shenipsit Striders, the race features a scenic course that traverses the Nipmuck Trail and the Yale-Myers Forest. Participants can expect a challenging terrai..

The Sleeping Giant Trail Runs is a challenging new race set in one of Connecticut's iconic parks, known for its diverse trails. Participants can choose between a 25K and a 50K course, featuring over 30 miles of terrain that ranges from smooth carriage roads to technical, rocky singletrack. The 25K l..

The Traprock 50 is a challenging trail running event held at Penwood State Park in Bloomfield, CT, featuring two race distances: a 50K and a 17K. The course consists of approximately 10.5-11 miles per loop, with the 50K requiring three loops and the 17K one loop. Runners will navigate a mix of techn..

Squatchywaska Mountainfest is an exciting trail running event taking place in Ellenville, NY, featuring two challenging courses: a 25K and a 10-mile race. Participants will navigate stunning mountain singletracks, experiencing breathtaking views of the Catskills and the iconic Verkeerder Kill Falls...

The Jack Bristol Lake Waramaug Ultra Races, taking place on April 27, 2025, marks the 51st anniversary of this historic event, known as the oldest ultra race in Connecticut and the first 100K in the United States. Participants can choose from three distances: 100K, 50 miles, and 50K, all set on scen..

The 7 Sisters Trail Race is an exciting running event that features a series of wave starts based on anticipated finish times, ensuring a well-organized experience for participants. Runners are required to carry their own water, as the race is cupless, promoting sustainability. The event is capped a..

The Dandelion Dash and Mushroom Mile is a fun running event taking place in Hadley, MA, featuring a 5K trail run or walk and a 1-mile race suitable for participants of all ages. Scheduled for May 4, 2025, the event aims to support The Hartsbrook School's unique programming, which includes land stewa..

The Blue 2 Blue Challenge is a demanding 50K trail race set in New Haven, Connecticut, known for its challenging terrain and technical trails. Scheduled for May 4, 2025, this event features a rigorous out-and-back course that includes significant elevation gain and rocky paths, making it suitable fo..

The Breakneck Point Trail Runs, organized by Red Newt Racing, is a challenging trail running event set to take place on May 4, 2025, in Beacon, NY. Participants can choose between a half marathon (13.1 miles) and a full marathon (26.4 miles), both featuring significant elevation gains and technical ..

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 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. The course features rugged terrain wit..

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 Soapstone Mountain Trail Races, taking place on May 18, 2025, in Stafford Springs, CT, feature two scenic races: a 25K and a 6K "Sampler." Both courses wind through the picturesque Soapstone Mountain area and Shenipsit Forest State Park, offering a mix of challenging terrain and beautiful views...

The Mine Hill Half Marathon, hosted by Steep Endurance, is touted as one of the toughest road half marathons in Connecticut. Set against the picturesque backdrop of the Mine Hill Distillery in Roxbury, participants will enjoy stunning views of farms, fields, and scenic vistas throughout the race. Th..