Lynn
Trail Running Calendar near Lynn 2026-2027
Explore the top trail runs near Lynn for 2026-2027! We've gathered 32 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
In-person and virtual 5K at Lynn Woods Reservation on September 12 and 13, 2026 to benefit housing-unstable youth ages 17 to 24; $35 registration, no refunds.
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.
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.
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.
October 18 trail race in Gloucester, MA through Ravenswood Park on single track and carriage roads, 4.1 miles; online registration closes Oct 15 and race day registration is available.
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.
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.
Trail running at Wompatuck State Park with a 4 mile loop, an 8 hour loop accumulation and a flexible Backyard style format.
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.