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Trail Running Calendar near Melrose 2026-2027

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Explore the top trail runs near Melrose for 2026-2027! We've gathered 21 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Group trail run for women and nonbinary participants on a roughly 3 mile loop in the Fells near Winchester MA at a comfortable conversational pace.
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.
Trail races on November 15, 2026 in Callahan State Park with 5.3 and 10 mile courses, indoor facilities, water stops, commemorative finisher gifts, and age group awards.
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.
The Hopkinton Turkey Trot on November 21 in Hopkinton, MA offers 10K, 5K and a Little Locals 1K with proceeds supporting Family Reach and Hopkinton High School.
A 4 mile trail race in Mine Falls Park followed by a post-race party, raffle, and awards at Martha's Exchange, with proceeds supporting the Nashua Children's Home.
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
TARC Winter Classic offers 8, 32 and 40 mile looped races on the white blazed Skyline Trail in Middlesex Fells with technical terrain, minimal markings, and aid stations.
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.
January 2027
Winter trail event at Hale Education in Westwood MA offering a 30 hour race and a 15 mile looped course with marked trails, cupless aid stations, and required cold weather gear.
March 2027
Trail Animals Running Club hosts 6 hour and 3.5 mile loop trail events at Hale Reservation in Westwood, MA with marked trails, cupless aid, and limited parking.
Trail races and a 1 mile Color Run in Salisbury on March 27, 2027, featuring 10K, 5K and a non timed color run, with proceeds supporting Salisbury Parks and Recreation.
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.
Trail events at Wompatuck State Park on April 17, 2027 offering 5K, 5 mile and an 8 hour lap option with aid table and drop bag support.
TARC Spring Classic in Weston, MA offers 10K, half marathon, marathon and 50K on a marked looped trail with one cupless aid station.
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.
July 2027
A trail running event in Canton, Massachusetts on July 10, 2027, organized by the Trail Animals Running Club.
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