New Braintree
Trail Running Calendar near New Braintree 2026-2027
Explore the top trail runs near New Braintree for 2026-2027! We've gathered 19 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A 5K trail race and 5K walk through Lake Street Park trails, plus a Kid Run on the lacrosse field for age 12 and under.
Lake Wallace Fall Fest on October 3, 2026 in Belchertown features a 5K, a 1K, and an accessible Roll & Stroll with vendors, music, and fundraising for trail accessibility.
A fall 5K and 2 mile walk at Ashley Reservoir in Holyoke supporting Legacy Equine Center & Sanctuary with scenic water views and local wildlife.
The Village Ultra is an ultra distance running event in New Salem MA on October 11 2026, held at 23 S Main St.
A backyard ultramarathon at Waters Farm with a one loop hourly race, a 4.2 mile community run, a free kids fun run, and a full festival day.
A community fundraiser on October 25, 2026 featuring a timed 5K trail, a 1K pre-teen road race, a 5K walk, children's games and a costume contest.
November 2026
A farm festival in North Grafton on November 1 with a 5K and kids run, apple tastings, hayrides, vendors, music, and activities supporting local hunger relief.
A backyard ultra weekend at Kenty’s Farm with a 4.16667 mile loop, Last Runner Standing format, and timed 6/12/24/48-hour events plus themed community hours.
Trail half marathon and 10.5K in Upton State Forest on November 8, with limited entries, aid stations, and post race amenities.
A family friendly run and walk at West Thompson Dam on November 8, 2026 featuring a timed 5K trail run, a 3K untimed walk and a free kids 1/4 mile run; proceeds support local trails, parks and a food pantry.
A multi-distance event at Old Sturbridge Village featuring a 5K course that mixes road and trails, a scenic 2-mile walk, and a short kids trot.
March 2027
A roughly 16 mile trail race on the Nipmuck Trail in Union CT with minimal aid stations, limited parking at Bigelow Hollow State Park, and a waitlist instead of race day registration.
April 2027
Trail event in Hadley MA on April 25, 2027 with a 5K and a one mile Mushroom Mile, on-campus trails, a virtual 5K option, and proceeds to The Hartsbrook School.
May 2027
Trail ultramarathons on the Wapack Trail in Ashburnham, MA with 21.5, 43, and 50 mile options over rocky, technical terrain and significant elevation gain.
June 2027
Obstacle course weekend at Carter & Stevens Farm in Barre, MA featuring Sprint 5K, Super 10K, kids races, and wooded trails across pasture and cornfields.
August 2027
A timed, single-day endurance walk on Wachusett Mountain with 7, 14, 21, or 28 mile loops, optional weighted rucks, and aid stations about every 2.5 to 3 miles.