Trail Running calendar near Brattleboro 2025-2026

The Northern Nipmuck Trail Race is a 16-mile trail running event held in Union, Connecticut, organized by the Shenipsit Striders. Revived in 2022 after a hiatus, the race maintains a friendly, low-key atmosphere, attracting both novice and experienced runners. The course traverses the Nipmuck Trail,..

The Mt. Toby Ultra is a trail running event offering three distance options: 13k, 24k, and 50k, each showcasing the scenic beauty of Mt. Toby.The race serves as a fundraiser for Girls on the Run of Western Massachusetts, promoting joy, health, and confidence among girls through running. Participants..

The Merrimack River Trail Race is a USATF sanctioned 10-mile running event taking place on April 12, 2025, in Andover, MA. The race features an out-and-back course starting from the DoubleTree by Hilton Hotel. Participants can register online or on race day, with entry fees varying based on registra..

The Grafton 15K is an exciting running event set in the scenic Grafton Lakes State Park, featuring a challenging course that spans approximately 9.3 miles with an elevation gain of 900 feet. This spring race is designed to be accessible for new trail runners, offering technical yet runnable trails...

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..

The TARC Spring Classic, organized by the Trail Animals Running Club, is a trail running event held at Jericho Town Forest in Weston, Massachusetts. Participants can choose from four distances: 10K, Half Marathon, Marathon, and 50K. The course features a relatively flat and smooth 10K loop, making i..

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 Bloodroot Ultra will take place in Pittsfield from Wednesday 7 May 2025 to Saturday 10 May 2025. You can run between 10 and 200 miles.

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 Ralph Waldo Emerson Trail Race is a unique running event designed to support the Ralph Waldo Emerson School for Preschoolers in Concord, NH. Participants can choose between two race distances: a short course of approximately 3.9 miles and a long course of about 7.0 miles. The race takes place on..

The Canterbury Shaker Village XC 5k will take place in Canterbury on Saturday 17 May 2025. You can run between 5 and 5 kilometers.

The Tails & Trails State Forest Run, scheduled for May 17, 2025, in Pittsfield, MA, features three race distances: 50K, 25K, and a 5 Miler. This event supports local animal rescue nonprofits, including Red Robin Song Animal Sanctuary, No Paws Left Behind, and Berkshire Bird Paradise, Inc. Participan..

The Dash For Dane & Family Day is an annual event held at Powisset Farm in Dover, MA, aimed at honoring the legacy of Dane, who battled Crohn's disease and colorectal cancer. Scheduled for May 17, 2025, the event features a 5K Trail Run/Walk, a 1K Kids Fun Run, and various family-friendly activities..

The Soapstone Mountain Trail Races, taking place on May 18, 2025, in Stafford Springs, CT, features two scenic races: a 25K and a 6K "Sampler." Both courses wind through the picturesque Soapstone Mountain area and Shenipsit Forest State Park. The event emphasizes community and environmental stewards..

The Powisset Farm Trail Run - Spring is a part of the Barn to Run Trail Race Series, taking place on Memorial Day, May 26, 2025, at Powisset Farm in Dover, MA. This event features four race distances: 8.3 miles, 5.6 miles, 3.1 miles, and 1.5 miles, catering to both novice and experienced trail runne..

The Chesterfield Gorge Ultra & 25k is a unique running event held at the Chesterfield Gorge Reservation, featuring a 'choose your own adventure' format. Participants can select from various distances, including 100 miles, 100k, 50 miles, 50k, and 25k, with staggered starts to manage the flow of runn..

The Sunapee Scramble is a challenging mountain running event taking place in Sunapee, New Hampshire, on June 1, 2025. This race will serve as the USATF National Classic Mountain Championship and the sole selection race for the 2025 US Classic Up/Down Mountain Running Team, which will compete in Spai..

The Drummer Hill Trail Races, taking place in Keene, NH, offers a variety of race distances including 50K, 37.5K, 25K, and 12.5K. Participants can choose how many 12.5K laps to complete, allowing for a flexible and personalized racing experience. The course features technical terrain with elevation..

The Norbrook Farm Brewery Trail Festival is an exciting outdoor event featuring a variety of trails for both runners and mountain bikers. Participants can enjoy a full day of activities, including a 4-hour run, 10K and 5K runs, and a run/bike duathlon. The festival also offers delicious food from lo..