Trail Running calendar near Garrison 2025-2026

TPK Bad Decisions is an exciting 30-hour team event held in Andover, NJ, where four-person teams tackle a series of mandatory challenges. This unique competition combines elements of adventure racing and problem-solving, requiring participants to navigate, carry heavy loads, and complete various tas..

The Brooksvale 12-Hour event is a unique running challenge set in Hamden, CT, featuring a 4.25-mile loop with a total elevation gain of 500 feet. Participants can aim for various distances, including 50 miles, a marathon, or a 50k, making it suitable for runners of all levels. The event includes aid..

The Centurion Ultra Trail Event, part of the Roosevelt Forest Ultras series, is set to take place in Stratford, Connecticut, featuring a challenging 100-mile race with a loop course of 2.5 miles. Participants can earn one of three buckles based on their completion time: Red for under 24 hours, White..

The Rensselaerville Ramble Trail Run & Walk offers participants a choice of 2, 5, or 8-mile courses through the scenic E.N. Huyck Preserve in Rensselaerville, New York. Runners and walkers will enjoy beautiful trails featuring historic landmarks, vernal ponds, a large lake, and waterfalls.The event..

The Red Wing Trail Challenge, organized by Conquer The World Endurance, is set for July 6, 2025, in Lagrangeville, NY. Participants can choose between a challenging 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 mix of gras..

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 Squatchy Surprise is an exciting endurance event taking place at South Mountain Reservation in West Orange, New Jersey. Participants will face unique challenges as their course choices are determined by a draw from colored golf balls, adding an element of luck to the race. The event supports the..

The Second Annual Orange Runners Club Summer Sizzle XC5k is a cross-country running event taking place at the Rich Furst Sanfordville Elementary School XC Course in Warwick, NY. This event celebrates teamwork, dedication, and competition, offering participants a chance to engage in a 5k run or walk,..

The MCW Westfield Ultra is an exciting running event organized by MissionCleanWater, taking place at Tamaques Park. Participants can choose to complete laps around the park in various time categories: 3, 6, 9, 12, or 24 hours. This annual event is designed to challenge runners of all skill levels wh..

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..

Climb It For Climate is an exciting mountain running event set in the picturesque Catskill Mountains at Belleayre Resort. Participants can choose between a challenging 25K or an 8K course, both offering stunning views and a chance to connect with nature. The event emphasizes sustainability, operatin..

The Thunder Chicken Squatch is an exciting trail running event taking place at Stokes State Forest in Branchville, NJ. Scheduled for August 10, 2025, participants can choose between a 10K or a challenging 17-mile course. The event honors military personnel by offering a 50% discount on entries for 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. The event features a mix of runnable dirt roads and challenging technical single track, making it suitable for both novice and experienced runne..

The Jug End Loop Ultra is an exciting running event scheduled for August 23, 2025, at Jug End State Reservation in Egremont, MA. Participants can engage in a 6-hour ultra event, completing as many laps as possible on a scenic 4.2-mile course that features a mix of uphill and downhill terrain. The ev..

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 will feature a mix of fire roads, single-track trails, h..

The Macedonia Trail Race, held in Macedonia Brook State Park, Kent, CT, offers a unique trail running experience with stunning single-track paths, challenging climbs, and breathtaking viewpoints. Now in its 7th year, the event features three race distances: 50K, 25K, and 12K, catering to various ski..

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 run on a scenic loop course that combines pavement, grass, and single track trails,..

The Shawangunk Ridge Trail Run (SRT) is a scenic trail running event that celebrates the natural beauty of the Shawangunk Mountains in New York. The event features three divisions: a 70-mile ultra, a 30-mile run, and a half marathon, catering to various athletic abilities. Participants will traverse..

The Storybook Half Marathon is a friendly and inclusive running event taking place in Stratford, CT, on September 13, 2025. Participants can choose to run, jog, hike, or walk the scenic trail course, which features a mix of single and double track trails with some elevation. The event allows up to f..