Trail Running calendar near East Hampton 2025-2026

The Baystate Dirty Dog Trail Run-Ruck-Walk 5k is a unique event taking place in Berkley, MA, designed to honor military personnel, first responders, and their K-9 companions. Participants can choose to run, ruck with weighted packs, or walk the rugged 5k trail, all while reflecting on the sacrifices..

The Tarrywile Half Marathon, scheduled for November 16, 2025, is a challenging trail race set in Danbury, Connecticut. Known for its tough terrain, the course features significant elevation changes and technical single-track paths, offering stunning views of the surrounding area. Participants can ch..

The Tower Tag Challenge is a trail running event held at Sleeping Giant State Park in Connecticut, known for its stunning views and diverse trails. Participants can choose between 4-hour and 8-hour options, racing up and down the Tower Trail, which ascends over 600 feet to the Observation Tower. Eac..

The Frosty Forest 5K is an exciting trail running event taking place in Roosevelt Forest, Stratford, CT. Participants can run, jog, hike, or walk the 5K course while enjoying the beauty of nature and the festive holiday spirit. Costumes are encouraged, adding to the fun atmosphere.Awards will be giv..

The TARCtic Frozen Yeti is an exciting trail running event organized by the Trail Animals Running Club, taking place at Hale Reservation in Westwood, Massachusetts. Scheduled for February 7-8, 2026, participants can choose between a 30-hour race or a 15-mile distance. The course features three loops..