Trail Running calendar near Katonah 2025-2026

The Dirty Dozen 50K is a challenging ultramarathon held in New York City, featuring a 50-kilometer distance composed of 12 hilly loops in Forest Park. Known as one of the tougher ultra-races in the city, it tests both physical endurance and mental toughness. The course's repetitive loop format and e..

The Jug End Loop Ultra, held at Jug End State Reservation in Egremont, Massachusetts, is a challenging 6-hour ultra running event featuring a 4.2-mile loop course through woods, fields, and an apple orchard. Each lap includes approximately 830 feet of elevation change, with equal uphill and downhill..

Raptor Ridge Presented by Peace, Love, Trails is a challenging 6.5-mile trail race held at the Westmoreland Sanctuary in Mount Kisco, New York. The event takes runners through the scenic and rugged trails of the 669-acre wildlife preserve, which spans three towns and offers 8.5 miles of hiking paths..

The Barn-B-Q Trail Festival is a unique outdoor celebration held at the restored Masker's Barn in Berkeley Heights, NJ. This event combines trail running and hiking with a lively barn party featuring BBQ, beer, wine, and various activities. Participants can enjoy self-guided trail tours, lawn games,..

The FallApple event in South Orange, NJ, is a diverse running competition scheduled for September 6, 2025. Participants can choose from various distances, including a 5K, 10K, half marathon (13.1 miles), marathon, 50K, and 50 miles. The course features a mix of fire roads, single-track trails, hills..

The Cross-Connecticut Run for Mental Health Awareness is a unique 56-mile group running event held annually in Connecticut, traversing the state north to south along the scenic and flat Farmington Canal Heritage Trail. Starting in West Suffield and ending at New Haven Harbor, the course passes throu..

The Wicked Mudder will take place in Southwick on Sunday 7 September 2025. You can run between 5 and 5 kilometers.

The Macedonia Trail Race, held in Macedonia Brook State Park in Kent, Connecticut, offers trail runners a unique experience with its lush forest trails, challenging climbs and descents, and stunning viewpoints including Cobble Mountain, where runners can see the Catskill Mountains on clear days. Now..

The Pawling 24 Hour Trail Running Festival, held in Pawling, NY at Lakeside Park, offers runners a challenging and festive endurance experience. Participants can choose from 3, 6, 12 (including a night start), or 24-hour timed races on a 1.68-mile loop course featuring pavement, grass, and single-tr..

The Shawangunk Ridge Trail Run (SRT) is a challenging trail running event held in Rosendale, New York, featuring three race distances: a 70-mile ultra, a 30-mile race, and a half marathon. The course follows the scenic Shawangunk Ridge, a 70-mile trail extending from New Jersey to New York, known fo..

Run for the Hills is an annual 5K trail run and walk held at the Oswegatchie Hills Nature Preserve in Niantic, Connecticut. The event offers participants a scenic course around Clark Pond and along the preserve's perimeter, showcasing over 450 acres of coastal forest. Designed as a fundraiser, proce..

The Storybook Half Marathon is a friendly trail running event held in Roosevelt Forest, Stratford, Connecticut. The course consists of 1.64-mile loops repeated eight times, totaling the half marathon distance of 13.1 miles. Runners, joggers, hikers, and walkers are all welcome, with a four-hour time..

The Wild Goose Trail Festival is a multi-day trail running event held at Wawayanda State Park in Hewitt, New Jersey. It features a variety of race distances including a 100-mile ultra, 100K, 50-mile, 50K, half marathon, 10K, and a 1-mile kids run, making it accessible for all levels. The 100-mile ra..

The Gardiner Dump Run is an exciting running event scheduled for September 21, 2025, in Gardiner, NY. Participants can choose between a 5k trail run or a 10k option, which consists of two laps of the 5k course. The race takes place on scenic single-track trails through wooded hillsides near the Wall..

The Cockaponsett Trails to a Cure is a running event taking place in Chester, Connecticut, featuring two trail races: a 4-mile and a 9-mile course through the scenic Cockaponsett State Forest. The course includes challenging terrain with roots, rocks, and hills, and is designed to accommodate runner..

The Angevine Farm Trail Festival, held annually in Warren, Connecticut, offers a scenic and challenging trail running experience in the Northwest corner of the state. The event features multiple distances including a half marathon, a new 8-hour race on a 1.25-mile farm loop, and 5K races including a..

The Water Gap 50k and 25k is a scenic trail running event held in Milford, Pennsylvania, featuring distances of 50 kilometers and 25 kilometers. The race course follows the McDade Trail, a 32-mile route through the Delaware Water Gap National Recreation Area, known for its stunning views of the Dela..

The Cat's Tail Trail Marathon is a challenging 26-mile point-to-point trail race held in the Slide Mountain Wilderness Area of the Catskill Mountains, New York. Featuring nearly 7,000 feet of elevation gain, the course offers rugged terrain with rocky, technical climbs and descents, alongside stunni..

The Front Runners New York Cross Country 5K is an exciting running and walking event scheduled to take place at Van Cortlandt Park in the Bronx on September 27, 2025. This event invites participants of all skill levels to enjoy a scenic course while promoting fitness and community spirit. The 5K run..

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..