Trail Running calendar near Roxbury 2025-2026

The Cat's Tail Trail Marathon is a challenging 26-mile trail race set in the scenic Slide Mountain Wilderness Area of the Catskill Mountains, New York. Scheduled for September 27, 2025, this rugged marathon features nearly 7,000 feet of elevation gain, offering participants breathtaking views and te..

The IronHike Endurance Series is a unique multi-day event taking place at Mohawk Mountain in Cornwall, CT, from October 2 to October 5, 2025. Participants can choose from various challenges, including individual and team formats, with distances ranging from 15 to over 152 miles, featuring significan..

The Flutters and Foliage Endurance Run is an annual fundraising event held in Cohoes, NY, organized by Flutters of Hope Inc., a nonprofit supporting individuals and families affected by eating disorders. This year marks its third edition, featuring various endurance challenges, including a 6-hour ru..

The Mohawk Mountain Race, organized by Steep Endurance, takes place at the Mohawk Mountain Ski Area in Cornwall, CT. This unique event transforms the ski mountain into a challenging running course featuring 5K, 10K, Half Marathon, and Marathon options. Participants will navigate steep ascents and de..

Big Bear Squatchtoberfest is a trail running event hosted by Sassquad Trail Running and the New York-New Jersey Trail Conference, taking place at Harriman State Park in Tuxedo, New York. Participants can choose between a challenging half marathon and a 10K, both featuring rugged terrain, steep climb..

The Fall Back Into The Trails Series is an annual running event hosted by C.T.W Endurance, taking place at the Red Wing Recreation Area in Lagrangeville, NY. Scheduled for November 1-2, 2025, the series features three race options: a challenging 100k, a 50k, and a 10k, each with varying elevation ga..

The Moreau Half is an exciting 14-mile trail race set in the scenic Moreau Lake State Park, scheduled for November 1, 2025. This challenging event features a course that includes approximately 2,700 feet of elevation gain, making it suitable for experienced runners. Participants can expect a technic..

The Saratoga Stryders Fall Back 5 Mile Trail Race is an exciting running event set in the scenic Saratoga Spa State Park. Participants can enjoy a challenging course that features a mix of hills, ridges, and single-track trails, showcasing the park's natural beauty. The race encourages runners to em..

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 and a 5K High School or Youth Trail Run, catering to participants of different age groups. This event not only..