Trail Running calendar near Danbury 2025-2026

Manitou’s Revenge is a challenging 53-mile ultramarathon held in the Catskill Mountains, starting in Windham, New York. The course follows the northern Black Dome Trail and the Long Path from Acra Point to downtown Phoenicia. Featuring approximately 15,000 feet of elevation gain, the route is rugged..

The Free to Run Trail Races, hosted by the Berkshire Ultra Running Community for Service (BURCS), take place in Pittsfield State Forest, Massachusetts. Scheduled for June 21, 2025, the event offers three distances: 15K, 25K, and 50K ultramarathon. The challenging course features a double-loop figure..

The Summer Solstice Trail Run is an early morning trail running event held at Gay City State Park, offering 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 Mountain, Ultra, and Trail series, featuring team com..

TPK Bad Decisions is a challenging 30-hour endurance event held in Andover, New Jersey, designed for teams of four. Combining elements of adventure racing and problem-solving, teams navigate a series of mandatory challenges non-stop until completion. The event features three types of challenges: str..

The Centurion Ultra Trail Event, held in Roosevelt Forest, Stratford, Connecticut, is a challenging endurance race featuring a 2.5-mile loop with 193 feet of elevation gain per lap through classic New England terrain. Participants can choose between two race options: running as many miles as possibl..

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 l..

The Red Wing Trail Challenge, held at Red Wing Recreation Area in Lagrangeville, NY, offers two trail race distances: a challenging 60K with approximately 6,600 feet of elevation gain, and a 15K featuring about 1,650 feet of gain. The 60K consists of four laps of a 15K loop that includes varied terr..

The 7-11 Slurpee Day Ultra 60k is a unique self-supported ultramarathon held in Vernon, Connecticut, covering approximately 37.5 miles on mostly road routes. Participants run between multiple 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 4-mile trail race held in Richmond Hill, New York, featuring actual hiking trails rather than bridle paths or gravel roads. The course, located in Forest Park, offers a challenging and scenic run through naturally carved terrain shaped by glaciation, including a 100-..

The Second Annual Orange Runners Club Summer Sizzle XC5k is a cross country running event held in Warwick, New York, at the Rich Furst Sanfordville Elementary School XC Course. This 5k race, rooted in teamwork, dedication, competition, and fun, takes place on a course known for its rich cross countr..

The Squatchy Surprise is a unique trail running event held at South Mountain Reservation in Millburn (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..

The Soapstone Assault is a challenging approximately 5-mile trail race held at Soapstone Mountain, featuring a unique course that requires participants to climb the mountain six times. This event is designed for those seeking a rigorous hill workout, as runners navigate steep, rocky, and potentially..

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. It covers a challenging 7-mile course through scenic forest trails, offering runners a chance to experience natural beauty and rugged terrain. The race is part of the USATF/CT Mountain Ultra Trail..

The Running Wild at Wildwood is a 2.5-mile trail run/walk held at Wildwood State Park in Wading River, New York. This scenic event takes place rain or shine, offering participants a chance to enjoy the natural beauty of the park while running or walking a well-marked trail. Runners can register in a..

The Sweltering Summer Ultra is an annual running event held at Clapp Park in Pittsfield, Massachusetts. The 13th edition features an 8-hour race on a certified 0.355-mile dirt and cinder track, with runners switching directions halfway through. Participants can run or walk as many laps as they choos..

The Interstate 17 Trail Run in Closter, NJ, is a challenging 17-mile race featuring over 5,000 feet of elevation change. Set along rugged, technical trails with stunning views of the Hudson River from New Jersey to New York, the course includes a mile out-and-back on a closed road followed by four l..

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, approximately 15 miles with 5,000 feet of elevation gain and descent, or a shorter 8K course of about 5 miles wi..