Trail Running calendar near Keene 2025-2026

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. This event aims to support The Hartsbrook School's unique programming, which includes land stewardship and sustainable pra..

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 Ralph Waldo Emerson Trail Race is a unique running event held in Concord, NH, designed to benefit the Ralph Waldo Emerson School for Preschoolers. 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 pl..

Dixon's Revenge Trail Race is an exciting trail running event taking place in Rollinsford, NH, featuring a 5 Miler, a 5K, and a Canicross 5K. This race offers participants a chance to experience a mix of fast rail trails and scenic single tracks along the Salmon Falls River, making it suitable for b..

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..

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, designed to honor the memory of Dane and support important causes. The event features a 5K Trail Run/Walk, a 1K Kids Fun Run/Walk, and various family-friendly activities such as magic shows, crafts, and live music...

The Free Spirit 50k is a scenic ultramarathon held in Leyden, Massachusetts, featuring a challenging dirt road course with 4,200 feet of elevation change. Runners experience beautiful New England landscapes, including forests, fields, and a historic 1870s covered bridge. The event starts and finishe..

The Trav's Trail Run will take place in Newburyport on Sunday 18 May 2025. You can run between 3 and 3 miles.

The Soapstone Mountain Trail Races, held in Stafford Springs, Connecticut, offer two scenic trail running events: a challenging 25K (approximately 15.5 miles) and the Jerry Stage 6K "Sampler." Both courses wind through the beautiful Soapstone Mountain area within Shenipsit Forest State Park, featuri..

The 4K Trail Run is a unique running event taking place in Boston, featuring individual and corporate team registrations. Scheduled for May 21 and 22, 2025, participants can join as individual runners or as part of a corporate team. The event aims to support Boston's youth through fundraising effort..

The Flints Pond Trail Run will take place in Lincoln on Saturday 24 May 2025. You can run 4 miles.

The Manchester 2 Monadnock Ultramarathon is a challenging 55-mile race set in the scenic landscapes of southern New Hampshire, taking place on May 24, 2025. This point-to-point event features a mix of terrain, including roads, dirt paths, and trails, with a total elevation gain of over 6000 feet. Ru..

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. Participants can choose from four race distances: 8.3 miles, 5.6 miles, 3.1 miles, and 1.5 miles, all set against the scenic backdrop of Pow..

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 Fitzwilliam to Troy Depot Day Cheshire Rail Trail Fun Run is a 5-mile running event taking place along the scenic Cheshire Rail Trail, starting from the original Fitzwilliam Railroad Depot to the newly restored Troy Depot. This event celebrates the historical significance of the rail trail, whic..

The Sunapee Scramble is a challenging mountain running event held in Sunapee, New Hampshire, serving as the 2025 USATF National Classic Mountain Championship and the sole selection race for the 2025 US Classic Up/Down Mountain Running Team. The race covers approximately 9.3 to 9.4 miles with about 3..

The Death by Staircase Trail Running Festival is a unique running event set to take place in Moreau, NY, featuring a challenging 3.8-mile loop that includes the notorious "staircase of death," which ascends over 800 feet in less than a mile. Participants can choose to run solo or join a relay team,..

The Drummer Hill Trail Races is a challenging trail running event held in Keene, New Hampshire, featuring multiple race distances including 50K, 37.5K, 25K, and 12.5K. Runners can choose the number of laps they wish to complete, with options for a single loop or multiple laps for longer distances. T..