Trail Running calendar near Winchendon 2024-2025

We have found 47 Trailruns within 80 miles of Winchendon. See below where and when you can find the races.

The Northern Nipmuck Trail Race is a 16-mile trail running event held at Bigelow Hollow State Park in Union, CT. Revived in 2022 after a hiatus, this race maintains a low-key atmosphere and a friendly community spirit. The course follows the Nipmuck Trail, featuring technical terrain and scenic view..

April 2025

The Tortoise and the Hare Trail Race, taking place on April 19, 2025, features a 5K, 10K, and a non-timed 1 Mile Color Run, all set within the scenic Salisbury Trail System. This event celebrates Easter Weekend while raising funds for Salisbury Parks and Recreation. Participants can enjoy a custom t..

The TARC Spring Classic, organized by the Trail Animals Running Club, takes place at the Jericho Town Forest in Weston, Massachusetts. This popular running event offers multiple distance options, including 10K, Half Marathon, Marathon, and 50K, catering to runners of all skill levels. The course fea..

The Traprock 50 is a challenging trail running event held at Penwood State Park in Bloomfield, CT, featuring two race distances: a 50K and a 17K. The course consists of approximately 10.5-11 miles per loop, with the 50K requiring three loops and the 17K one loop. Runners will navigate a mix of techn..

July 2025

The F.I.T. Sun Mountain Challenge is an exciting annual running event held at Bromley Mountain in Peru, Vermont, featuring three race options: a 5K, 10K, and a challenging 25K ultra. Participants can enjoy stunning mountain views and well-marked trails with significant elevation changes.The event of..

The Notchview Ultra is an exciting running event taking place from July 11-14, 2025, in Windsor, MA. Participants can choose from various race durations, including 100.7 miles, 72 hours, 48 hours, 24 hours, 12 hours, and 6 hours, all set on a scenic 1.9-mile loop trail. The event features an aid sta..

The Vermont 100 Endurance Race is a prestigious ultramarathon that challenges athletes with a 100-mile and a 100-kilometer course through the scenic southern Green Mountains. Established in 1989, it is one of the oldest 100-mile races in the United States and features a unique concurrent horse race...