Trail Running calendar near East Islip 2024-2025

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 awards based on completion times. Participants can earn Red, White, or Blue Buckles by finishing within 24, 30, or 33 hours, respectively. The ..

The Brooksvale 12-Hour event is a unique running challenge held in Hamden, CT, featuring a 4.25-mile loop with a total elevation gain of 500 feet. Participants can aim for various distances, including a marathon (six loops), a 50k (eight loops), or even 50 miles within the 12-hour timeframe. The eve..

The Squatchy Surprise is an exciting endurance event taking place at South Mountain Reservation in West Orange, New Jersey. Scheduled for July 26, 2025, participants will face unique challenges as their course choices are determined by drawing colored golf balls, each representing different trail lo..

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 technical trails and stunning views along the Hudson River. The race consists of fo..

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 Pawling 24 Hour Trail Running Festival, hosted by Conquer The World / C.T.W Endurance, takes place at Lakeside Park in Pawling, NY. This exciting event features various timed races, including 24-hour, 12-hour (with a night start option), 6-hour, and 3-hour challenges, all on a scenic 1.68-mile l..

The Wild Goose Trail Festival, taking place at Wawayanda State Park in Hewitt, NJ, offers a variety of running events from a 1-mile kids run to a challenging 100-mile ultra. Scheduled for September 19-21, 2025, the festival features generous cut-off times, scenic trails, and a supportive atmosphere,..

The IronHike Endurance Series, taking place at Mohawk Mountain in Cornwall, CT, is a unique multi-day event designed for hikers and trail runners. Scheduled for October 2-5, 2025, participants can choose from various challenges, including individual and team formats, with distances ranging from 15 t..

The Run the Vineyards - Pindar Fall 8K is a scenic running event set in the picturesque Pindar Vineyards in Peconic, NY. Participants can choose between an 8K and a 5K race, both featuring flat courses primarily on hard-packed dirt trails and grass, making them walker-friendly. The event includes ch..

The Forbidden Forest 30 Hour Ultra Run is an epic endurance event held in Stratford, CT, where participants can run, power-hike, or walk for up to 30 hours. Runners can choose from various distances, including 26.2M, 50K, 50M, 100K, and 100 miles, with the goal of covering the most distance within t..

The Paine to Pain Trail Half Marathon is a unique running event set in the scenic woods and trails of five parks in Westchester County, New York. This race features a single-loop course that allows participants to experience diverse terrain, primarily consisting of dirt paths, while enjoying the nat..

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..