Massachusetts
Massachusetts Trail Running Calendar 2026-2027
Explore the best trail runs in Massachusetts for 2026-2027! Our updated list features 62 exciting trail runs across the region. Find your next trail run in Massachusetts below and join the trail community at these great events!
June 2027
MammothMarch Boston is a 20 mile hiking event on June 5, 2027 at Wompatuck State Park with aid stations, on-site parking, a finisher medal, and certificates.
An obstacle race weekend at Carter & Stevens Farm in Barre MA featuring a Sprint 5K with 20 obstacles, a Super 10K with 25 obstacles, and kids races.