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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 35 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
A 3 mile in person trail run in the Fells for women and nonbinary people, run at a conversational pace around the North Reservoir in Winchester, MA.
Trail races and a 6 hour timed event through Assabet River National Wildlife Refuge with aid stations, cupless rules, pacer options, and proceeds supporting refuge projects.
Community run at Shedd Park in Lowell offering 5K, 10K trail and a 1 mile kids fun run to support local conservation and education; donations matched dollar for dollar.
October 2026
A community cross-country 5K at Franklin Park on October 3, 2026, open to Boston Latin School affiliates and local runners and walkers with team options and tiered fees.
Run the winding single lane trails of Groton Town Forest with a choice of 9.5 mile or 3.4 mile courses featuring roots, rocks and rolling climbs. Limited to 250 runners, this community race supports Groton trail maintenance and finishes with snacks.
Trail races at Houghton's Pond in the DCR Blue Hills Reservation follow rolling dirt roads and forest paths with rocks and roots. Two distances are offered, about 7 miles and 3.7 miles, with notable elevation change on each course.
A spectator friendly cross-country festival in Wayland with three youth 3k races, two open 5k races, team awards, and USATF-NE Grand Prix status for the 5k.
Trail race in Ravenswood Park on October 18, 2026 featuring single track and carriage roads plus race day registration and post-race baked goods.
Run or walk a scenic 5K through the trails and historic roads of Lincoln to support the conservation efforts of the Lincoln Land Conservation Trust.
Experience the trails of Wompatuck State Park in Hingham with 10 Miler and 50K races featuring a mix of singletrack and wide paths.
Trail races through Powisset Farm and Noanet Woodlands in Dover MA with 8.6, 5.6, 3.1 and 1.5 mile options, post-race cider donuts and family activities.
A fall trail event in Harvard on October 25, 2026 featuring a 5K through orchard and woods plus a 1 mile kids fun run, with age divisions, awards, shirts, and proceeds benefiting the Harvard Conservation Trust.
A stadium stair-climb at Gillette Stadium raising funds for Homes For Our Troops, covering about 5,184 steps in the lower bowl with individual, team, and fundraising options.
A running event in Peabody MA on October 25, 2026 featuring a 5 km and a track 1 mile, with entry fees and Bermuda prize trips awarded to select finishers and raffles.
A fall festival in Tyngsboro featuring a 3K trail race, a free kids fun run for ages 7 and under, a farmer’s market, vendors, kids activities, and food on October 25.
November 2026
Obstacle course weekend at Fenway Park in Boston on Nov 7 and 8 2026 featuring a 5 km Stadion with 20 obstacles and kids races.
A November trail festival at Willowdale State Forest offering races from 10K to 100K, a cider donut mile, and a free youth fun run.
Trail event at Wompatuck State Park with a single 4 mile loop, an open 8 hour multi loop format, and a non eliminative Backyard style option.
A hilly community 5K on the Melrose High School cross country course with overall and age group awards, parking off Sylvan Street, and proceeds supporting the Melrose XC teams.
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