Trail Running calendar near Milford 2025-2026

The Plattekill Mountain Race, held in Roxbury, NY, is a challenging trail running event featuring a 6.5-mile course with 3,500 feet of elevation gain. Set on the ski slopes and trails of Plattekill Mountain, the race offers a rigorous mountain challenge ideal for athletes seeking to test their limit..

The Bashore Bash 6HR & 12HR Ultra is an exciting endurance running event set in the scenic Blue Mountains at the Bashore Scout Reservation in Jonestown, PA. Participants can choose between a 6-hour or 12-hour ultra race, navigating a challenging course that features technical trails with natural obs..

The Beer Mountain Challenge at Upward Brewing Company is an exciting trail running event set in the scenic Catskill Mountains. Participants can choose between two distances: a 2-mile loop with 515 feet of elevation gain or a 4-mile loop with 1,030 feet of elevation gain. The course features a mix of..

The Levee Loop Trail Race 10k & 5k Fundraiser is set to take place in East Stroudsburg, PA, featuring both a timed 10k race and a 5k race/walk. This event aims to raise funds for Stroud Greenways while participants enjoy the scenic Levee Loop Trail. The terrain includes grass, gravel, sidewalks, and..

The Sri Chinmoy 24-Hour, 12-Hour & Midnight Marathon takes place at Rockland Lake State Park in Congers, NY, featuring a scenic, flat, and fast 2.95-mile paved loop around Rockland Lake. The course is USATF certified, smooth, and partly shaded, ideal for personal records. The event offers 24-hour an..

The XTERRA Transcend Trail Run, held annually at Dickerson Mine Preserve in Randolph, New Jersey, offers a scenic and accessible trail running experience. The event features three race distances: a 5K (3.1 miles, 170 feet elevation gain), a 10K (6.8 miles, 400 feet elevation gain), and a half marath..

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 Damon S. Young Memorial Race, held in Tunkhannock, Pennsylvania, offers a variety of distances including a half marathon, 10K run, 5K run/walk, and a 2-mile fun walk. The race takes place on the Young Family property, featuring a scenic course of dirt roads, fields, and trails with significant e..

TPK Bad Decisions is a challenging 30-hour endurance event held in Andover, New Jersey, designed for teams of four. Combining elements of the Two Punk Kids (TPK) style with an Amazing Race format, teams work non-stop to complete a series of mandatory challenges. The event features three types of tas..

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..

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 Blue Mountain Trail Run, held at Blue Mountain Ski Area in Palmerton, Pennsylvania, offers a scenic 10K trail race through pristine singletrack trails beyond the ski resort boundaries. Known for its challenging terrain, the course features some of the Poconos' legendary hills, providing a favori..

The Quadzilla 15K Trail Race, set in Schnecksville, PA, is known as Lehigh Valley's toughest trail race. The course features a diverse landscape, including rolling hills, water crossings, and single-track trails, providing a challenging experience for participants. Open to ages 13 and up, the race e..

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 Newbsanity Extreme Ravine Trail Race is an adventurous running event taking place in Binghamton, NY, featuring a challenging course designed for thrill-seekers. Participants can choose from three events: a 5K, a 15K, or a grueling 12-hour race. The course is set in the southern trail system of t..

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 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..