Trail Running calendar near Brookline 2025-2026

Lover's Lane is a unique running event taking place in Chester, VT, featuring both 6-hour and 12-hour races on a scenic 1.8-mile loop with moderate elevation. This fun, community-oriented event encourages participants to bring food to share, fostering a collaborative atmosphere. Basic refreshments,..

The Tarc Summer Classic, hosted by the Trail Animals Running Club, takes place at Noon Hill Reservation in Medfield, Massachusetts, offering participants a choice of 10M, 50K, and 40-mile distances. The event features a scenic 10-mile loop course that is primarily forested, winding along the Charles..

The Vineyard Hill Trail Run, organized by Greenbelt, is an annual running event featuring 5K and 10K trail races. Set in the scenic areas of Hamilton and Topsfield, Massachusetts, the course includes challenging terrain over Vineyard Hill, sections of Bradley Palmer State Park, and the Bay Circuit T..

The TARC Fall Classic, hosted by the Trail Animals Running Club, takes place at Great Brook Farm State Park in Carlisle, Massachusetts. This popular running event features a variety of distances, including 10K, half marathon, 20 miles, 50K, and 50 miles, along with a free youth fun run. The scenic c..

The Wicked Mudder will take place in Southwick on Sunday 7 September 2025. You can run between 5 and 5 kilometers.

The Veterans Count Nashua 5k Fun Run & Walk will take place in Nashua on Sunday 14 September 2025. You can run between 5 and 5 kilometers.

The Pisgah Mountain Trail Races, organized by the Red Clover Rovers, feature a 50K and a 23K trail race in Pisgah State Park, Chesterfield, New Hampshire. Scheduled for September 14, 2025, this event serves as a fundraiser for the New Hampshire Special Olympics, with all profits supporting their mis..

The Mt. A Trail Challenge is an annual running event taking place at Mount Agamenticus in York, Maine. Scheduled for September 20, 2025, the event features two courses: a 5K and a 1-mile challenge, allowing participants to run, hike, or stroll.The race is timed traditionally with stopwatches, and wh..

The 2025 ACT Trail Fest, organized by the Arundel Conservation Trust, invites participants to run or walk through scenic trails in Arundel, Maine. Scheduled for September 20, 2025, the event features a 5k, 10k, and half marathon, all set on the beautifully maintained ACT Multi-Purpose Trail and East..

The Hooksett Kiwanis 5K Trail Race is an exciting running event taking place in Hooksett, NH, featuring a 5K race for all runners and walkers, as well as a Kid's Fun Run for children aged 12 and under. The race begins at Heads Pond trail and follows a scenic route through wooded conservation areas,..

The Bear Brook Trail Races, set in the scenic Bear Brook State Park in Allenstown, NH, offers participants a choice of three challenging races: a 10K, Half Marathon, and Marathon. The event showcases beautiful trails, including single tracks and steep hills, with a focus on minimizing litter by requ..

The Vermont 50 Ultra Run is an annual event held in West Windsor, Vermont, featuring a variety of races including a 50-mile ultra run, a 50K run, and several mountain biking options. Established in 1993, the event supports Vermont Adaptive Ski and Sports, promoting confidence and independence for in..

Run for Nature is a community-focused running event taking place at Shedd Park in Lowell, MA, on September 28, 2025. Participants can choose from a 5K Run/Walk, a 10K Trail Run, or a Kids 1-Mile Fun Run. The event aims to support the Lowell Parks and Conservation Trust's efforts in conservation and..

The Bobcat Ridge 25k is a trail race set in the scenic Edwin L. Smith Preserve in Kennebunkport, Maine. This 25k event aims to promote outdoor activity while benefiting the Kennebunkport Conservation Trust.Registration is limited to 100 participants, with a deadline for shirt-included registration o..

The NipMuck Trail Marathon is a challenging 26.4-mile race held on the scenic Nipmuck Trail in Ashford, Connecticut. Participants can choose between the full marathon or a relay option, where two runners share the distance. The course features a mix of terrain, including rocks, roots, and mud, makin..

The Groton Town Forest Trail Races, organized by the Squannacook River Runners and Groton Trails Committee, feature two scenic courses of 9.5 miles and 3.4 miles through the picturesque Groton Town Forest. The trails are well-marked and consist of narrow dirt roads and winding paths, presenting a mi..

The Houghton's Pond Trail Races feature two distances: a 7-mile race and a 3.7-mile race, set in the scenic DCR Blue Hills Reservation in Milton, MA. Participants will navigate rolling dirt roads and forest paths, with elevation changes of approximately 700 feet for the 7-mile course and 300 feet fo..

The Trust Trail Fest in October offers participants the choice of a 5k walk/run or a 10k run through the scenic trails of the Kennebunkport Conservation Trust. The event culminates at the headquarters with a lively celebration featuring music, a beer tent, delicious food, and family-friendly games...

The Midstate Massive Ultra Trail is an endurance running event taking place in New Ipswich, New Hampshire, featuring three challenging race options: 100-mile, 50-mile, and 30-mile courses. Set against the stunning backdrop of autumn in New England, the race follows the historic Midstate Trail, cross..

The Ghost Train Trail Races, taking place in New Hampshire, is a unique running event that features a 30-hour ultramarathon, relay races, and shorter distances of 15 miles and 30 miles. Established in 2009, the event serves as a fundraiser for the Brookline and Milford Conservation Commissions, with..