Trail Running calendar near Milford 2025-2026

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 Blue Mountain Trail Run, part of the Spartan Trail series, takes place at Blue Mountain Ski Area in Palmerton, Pennsylvania. This scenic 10K trail run offers participants a unique experience on pristine singletrack trails located outside the usual ski boundaries, featuring challenging terrain wi..

The Quadzilla 15K Trail Race, held in Schnecksville, Pennsylvania, is known as Lehigh Valley's toughest trail race. The challenging 15-kilometer course features rolling hills, water crossings, open fields, single-track woodland trails, and jeep roads, offering scenic vistas reminiscent of the wester..

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 Newbsanity Extreme Ravine Trail Race, held in Binghamton, NY, offers a challenging trail running experience on the southern trail system of the Newbsanity Adventure Center. Participants can choose from a 5K single loop, a 15K race consisting of three loops, or a demanding 12-hour endurance event..

The Squatchy Surprise is a unique trail running event held at South Mountain Reservation in Millburn, New Jersey, on July 26, 2025. Featuring 12-hour, 6-hour, and 3-hour options, the race challenges participants' endurance and strategy with a twist: runners draw colored golf balls before each loop 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 offer..

The Thunder Chicken Squatch is a trail running event held at Stokes State Forest in Branchville, New Jersey. Scheduled for August 10, 2025, it offers multiple race distances including a challenging 17-mile run, a 10K, and a 5K, with additional 10K rucking divisions featuring lightweight (15 lbs) and..

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..

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..

The Tappen Brook 5K, held in Bridgewater, Connecticut, is an annual trail running event hosted by the Bridgewater Land Trust and the Bridgewater Recreation Commission. Set in the scenic Bridgewater Town Park, the course features newly developed trails winding through forested woodlands with gentle h..

The Fabulous Fahnestock Trail Races take place in Fahnestock State Park, 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 expe..

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..

Raptor Ridge Presented by Peace, Love, Trails (formerly the Sanctuary 6.5) is a challenging 6.5-mile trail run held at the scenic Westmoreland Sanctuary in Mount Kisco, New York. The race takes participants through the sanctuary's beautiful and rugged trails, spanning 669 acres with 8.5 miles of hik..

The Barn-B-Q Trail Festival, held in Berkeley Heights, New Jersey, is a unique outdoor event combining trail running or hiking with a lively barn party. Set in the historic Deserted Village of Feltville within Watchung Reservation, participants can enjoy self-guided trail tours ranging from 2 to 6 m..

The Salt Springs Field, Forest & Falls Trail Race, held in Montrose, Pennsylvania, offers a rugged trail running experience through old-growth forests with stunning scenery. In its 13th year in 2025, the event features three distances: 5K, 10K, and a challenging 50K race. The 5K is mostly trail, whi..

The FallApple is a trail running event held in South Orange, New Jersey, at South Mountain Reservation. Scheduled for early September, the race offers a variety of distances including 5K, 10K, half marathon, marathon, 50K, and 50-mile options. The course features a mix of fire roads, single-track tr..

The Camptown Races, held in Camptown, Pennsylvania, feature a challenging 10k course that combines both road and a technical trail section of about 2.8 miles. Runners should be prepared to navigate tree roots, loose rocks, and a creek crossing, making it a unique and demanding race. In addition to t..

The Macedonia Trail Race, held in Macedonia Brook State Park in Kent, Connecticut, offers a unique trail running experience with lush single-track forest trails, challenging climbs and descents, and stunning viewpoints including Cobble Mountain with views of the Catskill Mountains. Now in its 7th ye..