Trail Running calendar near Cheshire 2024-2025

We have found 65 Trailruns within 80 miles of Cheshire. See below where and when you can find the races.

The Breakneck Point Trail Runs, organized by Red Newt Racing, is a challenging trail running event held at University Settlement Camp in Beacon, NY. Participants can choose between a half marathon (13.1 miles) and a full marathon (26.4 miles), both featuring significant elevation gains and technical..

June 2025

The Centurion Ultra Trail Event is an exciting ultra-running challenge set in Roosevelt Forest, Stratford, CT, featuring a 100-mile race with various buckle achievements based on completion times. Participants can earn Red, White, or Blue Buckles by finishing within 24, 30, or 33 hours, respectively..

July 2025

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..

Pinky’s Rock n Rolla is a unique 4-mile trail race held in Forest Park, Queens, featuring actual hiking trails rather than bridle paths or gravel roads. This event is designed for both newcomers to trail racing and experienced runners looking to achieve personal records. Participants can enjoy a sce..

August 2025

The Interstate 17 Trail Run in Closter, NJ, offers a challenging 17-mile course that showcases stunning views along the Hudson River. Participants navigate a rugged four-mile loop featuring steep descents, rocky scrambles, and scenic trails, with a total elevation change exceeding 5,000 feet. The ra..