Trail Running calendar near Mount Kisco 2025-2026

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 annual endurance running event held at Tamaques Park in Westfield, New Jersey. Participants can choose from 3, 6, 9, 12, or 24-hour race durations, aiming to complete as many laps as possible on a 0.8-mile loop featuring both pavement and gravel surfaces. The race 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 Thunder Chicken Squatch is a trail running and hiking event held at Stokes State Forest in Branchville, New Jersey. Scheduled for August 10, 2025, it offers multiple distances including a challenging 17-mile run, a 10K, and a 5K, with new rucking divisions for the 10K featuring lightweight and h..

Climb It For Climate is a mountain trail running event held at Belleayre Mountain Ski Center in the Catskill Mountains, New York. Participants can choose between a challenging 25K course with approximately 15 miles and 5,000 feet of elevation gain and descent, or a shorter 8K course covering about 5..

The Fabulous Fahnestock Trail Races take place in Fahnestock State Park near Cold Spring, NY, offering distances of 50K, 25K, and a 5.5-mile race. The course features a mix of runnable dirt roads and technical single-track trails, with scenic views including lakes, ponds, and old rail beds. Runners..

The Hook Mountain Ultra is a challenging 51.7-mile trail run held in Upper Nyack, New York, featuring 10,928 feet of elevation gain. The course includes one 5.7-mile small loop followed by four 11.5-mile big loops, all starting and finishing at Nyack Beach State Park. Runners begin with a steep 1.6-..

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 is a 6-hour ultra running event held at Jug End State Reservation in Egremont, Massachusetts. Participants run multiple laps of a challenging 4.2-mile course featuring woods, fields, and an apple orchard, with an elevation change of 830 feet per lap, split evenly between uphil..

The Raptor Ridge Presented by Peace, Love, Trails, formerly known as the Sanctuary 6.5, is a trail running event held at the Westmoreland Sanctuary in Mount Kisco, New York. The race covers approximately 6.5 miles through the sanctuary's scenic and challenging trails, which span 669 acres with 8.5 m..

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, starting in West Suffield and ending in New Haven along the scenic, flat Farmington Canal Heritage Trail. This non-competitive challenge supports Mental Health Connecticut thro..

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 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, 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..