Trail Running calendar near Hauppauge 2025-2026

The Summer Solstice Trail Run is an early morning trail running event held at Gay City State Park in Hebron, Connecticut. Scheduled for June 21, 2025, it offers three race distances: 3 miles, 5 miles, and 8 miles. The 8-mile race is part of the 2025 Blue-Blazed Trail Running Series and the USATF-CT..

The Brooksvale 12-Hour is an endurance running event held in Hamden, Connecticut, featuring a challenging 4.25-mile loop with 500 feet of elevation gain. Participants can choose to run distances ranging from a marathon (six loops) to a 50k (eight loops) or aim for 50 miles within the 12-hour time li..

The Centurion Ultra Trail Event is an endurance race held in Roosevelt Forest, Stratford, Connecticut, featuring two main race options: a 33-hour challenge to run as many miles as possible or to complete 100 miles within 33 hours. The course is a 2.5-mile loop through classic New England terrain, in..

The Red Wing Trail Challenge is an annual trail running event held in Lagrangeville, NY, organized by Conquer The World Endurance. Participants can choose between a 60K race with approximately 6,600 feet of elevation gain or a 15K race with about 1,650 feet of gain. The course features a scenic 15K..

The 7-11 Slurpee Day Ultra 60k is a unique, self-supported ultramarathon held in Vernon, Connecticut, covering approximately 37.5 miles along mostly road routes. Participants run between seven 7-11 convenience stores across towns including Vernon, Manchester, East Hartford, West Hartford, Newington,..

The Rails-to-Trails 5K in East Hampton, Connecticut, is a point-to-point race starting at the Connecticut Draft Horse Rescue and finishing at the Old Home Days grounds. The scenic course begins on Chestnut Hill Road, crosses Route 16, and continues along the shaded Air Line Trail for about two miles..

Pinky’s Rock n Rolla is a unique trail running event taking place in Richmond Hill, NY. This four-mile race offers participants the chance to experience actual trail running through the scenic Forest Park, featuring natural terrain shaped by glaciation. The event is designed for both newcomers and s..

The Second Annual Orange Runners Club Summer Sizzle XC5k is set to take place at the Rich Furst Sanfordville Elementary School XC Course in Warwick, NY. This exciting event features a 5k run or walk, along with a Kids Dash, promoting teamwork, dedication, and fun in the spirit of cross country runni..

The Squatchy Surprise is a unique trail running event held at South Mountain Reservation in West Orange, New Jersey. Scheduled for July 26, 2025, it offers 12-hour, 6-hour, and 3-hour race options. The course features four distinct trail loops, with participants drawing colored golf balls before eac..

The MCW Westfield Ultra is an endurance race held at Tamaques Park in Westfield, NJ, on August 2, 2025. Participants can choose from 3, 6, 9, 12, or 24-hour events, aiming to complete as many laps as possible around a 0.8-mile course that features pavement and gravel paths. The event fosters a suppo..

The People's Forest 7-Mile Trail Run is an annual trail running event held in Barkhamsted, Connecticut. This race covers a challenging 7-mile distance through scenic forest trails, offering runners a chance to experience natural beauty and rugged terrain. The event is part of the USATF/CT Mountain U..

The Running Wild at Wildwood 2.5 Mile Trail Run is an exciting outdoor event taking place at Wildwood State Park in Wading River. Scheduled for August 9, 2025, this trail run invites participants of all skill levels to enjoy the scenic beauty of the park while engaging in a healthy and fun activity...

The Interstate 17 Trail Run, taking place in Closter, NJ, is a challenging 17-mile race designed for experienced runners. Participants will navigate a rugged course featuring over 5,000 feet of elevation change, with stunning views along the Hudson River. The race consists of four loops, including a..

The Fabulous Fahnestock Trail Races, held in Fahnestock State Park, NY, offer a unique trail running experience with courses ranging from 5.5 miles to 50K. Participants can enjoy a mix of runnable dirt roads and challenging technical single track, making it suitable for both novice and experienced r..

The Dirty Dozen 50K is a challenging ultramarathon held in New York City’s Forrest Park. Participants are tasked with completing a 50-kilometer race that involves running 12 hilly loops, testing both endurance and mental toughness. Known for its difficulty, the event attracts serious trail runners s..

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 Macedonia Trail Race, held annually 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..

The Pawling 24 Hour Trail Running Festival is an exciting endurance event taking place in Pawling, NY, featuring a variety of race options including 24-hour, 12-hour, 6-hour, and 3-hour challenges. Participants will navigate a scenic loop course that combines pavement, grass, and single-track trails..

Run for the Hills is an annual 5K trail run and walk held at the Oswegatchie Hills Nature Preserve in Niantic, CT. This event invites participants to enjoy a scenic route around Clark Pond and through the beautiful coastal forests of the preserve. Proceeds from the race support the maintenance and c..