Trail Running calendar near Guilford 2024-2025

We have found 45 Trailruns within 80 miles of Guilford. See below where and when you can find the races.

Big Bear Squatchtoberfest is a trail running event hosted by Sassquad Trail Running in collaboration with the New York-New Jersey Trail Conference. Set in Harriman State Park, Tuxedo, NY, this event features a challenging half marathon and a 10K race, showcasing the park's rugged terrain and stunnin..

The Grills Trail Run, organized by the Westerly Track & Athletic Club, is part of the Fall Race Series and features both 10-mile and 10K races. Set in the scenic Grills Preserve in Westerly, Rhode Island, the event showcases beautiful trails, bridges, and riverfront areas, with a course comprising a..

November 2025

The Pocantico Hills Marathon, taking place in Rockefeller State Park, offers both a marathon and a half marathon. Participants will enjoy scenic, rolling courses with views of the Hudson River, featuring fields, stone walls, lakes, and forests. This event supports local organizations, including the ..

Rob's Trail Run Edition is a running event taking place at Stillwell Woods Preserve in Woodbury, NY. Scheduled for November 30, 2025, the event features two main races: a 5K Adult Trail Run for participants aged 19 and older, and a 5K High School or Youth Trail Run for those aged 18 and under. This ..

December 2025

The Tower Tag Challenge is a trail running event held at Sleeping Giant State Park in Connecticut, featuring a scenic course that ascends over 600 feet to the Observation Tower. Participants can choose between 4-hour and 8-hour options, completing loops on the Tower Trail, which includes a mix of cr..