Hamilton
Trail Running Calendar near Hamilton 2026-2027
Explore the top trail runs near Hamilton for 2026-2027! We've gathered 14 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
A six hour timed trail race on a rocky 5K loop at Wright Locke Farm with a cupless aid station, goat companions, a $35 entry, and limited registration.
Community 5K and kids fun run at Windham Woods School with trail loops, a raffle, onsite lunch, and limited field of 200 participants.
A community trail event at Good Pickin’ Farm with a scenic 5 mile run, a 2.5 mile walk or run, and a 1K kids run plus post race farm activities.
Community cross country walk and 5K at the Academy of Notre Dame in Tyngsboro on November 21, 2026, raising funds for a science lab and scholarship.
A trail 5K at Maudslay State Park merged with the Run For Pie event, with 100% of profits donated to local food charities and early shirt pick-up options.
A 5K and 1 mile Kids Fun Run at Patton Park on November 28, 2026, featuring age divisions, prizes, a Boston Marathon entry giveaway, and packet pick up options.
December 2026
A 20th edition December event in Melrose featuring a changing 3.5 mile cross-country race and a 2 mile non-competitive walk with team and individual awards.
March 2027
April 2027
Ten mile trail race along the Merrimack River in Andover with USATF sanction, post race refreshments, awards, and proceeds supporting local trail maintenance.
May 2027
Seaside chip timed 5K and kids fun runs at Odiorne Point State Park to raise funds for marine mammal rescue, followed by a beach cleanup.
June 2027
A 20 miles single circuit hike in Wompatuck State Park on June 5, 2027 with aid stations, onsite parking, finisher medal and personalized certificates.
November 2027
An obstacle course weekend at Fenway Park on November 6–7, 2027 featuring a Stadion 5 km with 20 obstacles, kids races and spectator access.