Trail Running calendar near Carlisle 2026-2027

The Arc'teryx Run Boston will take place in Milton on Sunday 20 September 2026. You can run 10 kilometers.

A 5K trail run at Goddard Park in Warwick, RI on September 26, 2026, with a bayside course and start and finish near the golf course clubhouse. Open to all ages, with published entry fee tiers and on site parking and facilities.

A community trail festival in Arundel, Maine offering 5k, 10k and half marathon distances on the ACT and Eastern Trail, with participant shirts and medals, a free kids' bike race, live music, and food.

A multisport festival for people who identify as women at Pawtuckaway State Park on September 26, 2026, offering triathlon, two sport, single sport and relay options on supported swim, trail bike and trail run courses.

An all-trail event on the Moosup Valley State Park Trail in Moosup, CT offering 5K, 8K, 10K and a free Kids Fun Run with post-race shirts or medallions and food at Weidele's; proceeds benefit a local Rotary charity.

Trail races and a six hour timed event take place on double track dirt and gravel trails at Assabet River National Wildlife Refuge in Sudbury MA. The race is cupless, aid stations are provided, and pacers are allowed for the six hour event.

A community run at Shedd Park featuring a 5K, a 10K trail run, and a 1-mile kids fun run, with educational displays and proceeds supporting LP&CT's conservation and education programs.

Survival of the F.I.T.test is a 30 hour trail ultra held in October as part of the F.I.T. Challenge calendar in Cumberland, Rhode Island. Results for past editions are published online after each race.

A 5K fall trail run and walk at Ryan Park in North Kingstown on October 3, 2026, benefiting the North Kingstown Firefighters Association. Registrations before September 14 include a race day t shirt and top finishers receive medals.

A 25 kilometer trail race at the Edwin L. Smith Preserve in Kennebunkport on October 3, 2026, with proceeds supporting the Kennebunkport Conservation Trust. Registration is capped at 100 and a shirt-included cutoff is on September 5.

Trail races in Groton, Massachusetts on October 4, 2026, organized by local running and trails groups. Two distances, 9.5 miles and 3.4 miles, total entries limited to 250, online registration closes October 3.

A 26.4 mile trail marathon on Connecticut's Nipmuck Trail featuring rocks, roots, mud and wood bridges, plus a two-runner relay option. The course uses a 13 mile segment with out-and-back sections and published cutoffs.

Experience the seasonal scenery of New Hampshire at the Keene Family YMCA Fall Foliage Trail Race. Choose between a fast 5K or a 10K with elevation gain to support local community programs.

A one-mile charity run at Gunstock Mountain Resort on October 4, 2026, benefiting Big Brothers Big Sisters of New Hampshire & Vermont. Online registration closes October 2; adult and teen entries are $20, children under 12 enter free.

A 5K trail race and 1-mile fun run at Tibbetts Field in Madbury, NH on October 4, 2026, featuring a 2-mile loop through Powder Major Forest over natural terrain. A portion of proceeds will support a local family in need.

The Houghton's Pond Trail Race will take place in Milton on Sunday 4 October 2026. You can run between 4 and 7 miles.

A point to point ultra along the Midstate Trail in Massachusetts offering 50K, 50 mile and 100 mile options. The 50 and 100 mile events are UTMB Index races and the event is sanctioned by USA Track and Field.

Join the 20th Wayland / HFC Striders Cross Country Festival on October 11, 2026, featuring youth 3K races and open 5K events that support Wayland High School cross country and track. Presented by Middlesex Savings Bank with awards and commu..

A technical, rugged trail race at Pawtuckaway State Park offering a half marathon and a five mile course. New for 2026 the event features $7,500 in prize money and multiple aid stations on rocky, forested terrain.

A community running event at the Dighton Rehoboth High School cross country course on October 11, 2026 offering a 5K and a 1 Mile Fun Run with shirts and awards, benefiting Beckwith Middle School athletics.