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Trail Running Calendar near Peabody 2026-2027

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Explore the top trail runs near Peabody for 2026-2027! We've gathered 30 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Trail Animals Running Club stages a multi-distance trail event at Great Brook Farm State Park, from a free 0.5 mile youth run up to 50 miles, on marked looped courses.
Cross-country races at Great Brook Farm State Park in Carlisle MA on 09/13/2026, featuring a 2K youth race and multiple 5K fields as part of the USATF New England Grand Prix.
Cross country meet in Franklin Park with 5 km and 8 km races on September 19, 2026; entry fee $15 and minimum age 16.
A community benefit run in Westford, MA featuring a scenic 5K and a family fun run, with proceeds supporting survivors of domestic violence.
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.
Run for Nature on September 27, 2026 at Shedd Park in Lowell offers 5K, 10K and a 1 mile kids run to support local conservation and education.
October 2026
An annual 5K cross country run or walk in Franklin Park supporting Boston Latin School Athletics. Team registration is new for 2026 and fees are tiered with free entry for BLS students.
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.
On October 11, 2026 the HFC Striders Cross Country Festival returns to Wayland for its 20th running, featuring 3K youth races across age groups and two 5K open races, with awards and proceeds benefiting Wayland High School.
A 4.1 miles trail race in Ravenswood Park, Gloucester, held October 18, 2026, as part of the North Shore Trail Series. The course uses single-track and carriage roads, with online registration closing October 15 and race-day registration available.
A community 5K through Lincoln MA roads, fields and trails on October 18 2026 with proceeds benefiting the Lincoln Land Conservation Trust.
Trail races at Wompatuck State Park in Hingham, MA with a 10 mile loop and a 50K three-loop course, aid stations, cupless policy, and charity support.
A community 5K in Quincy’s Merrymount Park with in-person and virtual options, raising funds for youth leadership, adult English classes, and mental health services for Asian and immigrant families.
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 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.
November 2026
Two-day Spartan Stadion weekend at Fenway Park in Boston featuring a Stadion 5 km with 20 obstacles plus kids races around 1 to 1.5 km.
Trail festival at Willowdale State Forest with 10K, half, marathon, 50 mile, 100K, a Cider Donut Mile and a free youth fun run; proceeds support local land trusts.
A 6 hour timed trail race on a rocky 5K loop at Wright Locke Farm in Winchester MA with a single barn aid station and a cupless format.
A community 5K through campus trails with a free kids fun run, raffle, awards, and a 200 participant limit.
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