Trail Running calendar near Ellenville 2025-2026

The Squatchy Onesie Fest 5K is a fun and unique trail running event held at Ramapo Valley County Reservation in Mahwah, New Jersey. Participants are encouraged to wear their favorite onesies, adding a playful atmosphere to this winter race. The course is a scenic, mostly flat "lollipop" loop around..

The Livingston Oval Ultra, held in Livingston, New Jersey, is a timed running event featuring 1-hour, 3-hour, 6-hour, and a new 12-hour race distance for 2026. Participants run laps around a USATF-certified, fast, and flat oval course, aiming to cover as much distance as possible within their chosen..

The Squatchapple Trail Race takes place at South Mountain Reservation in West Orange, NJ, offering distances of 11 miles, 20 miles, 50K, and 50 miles. The course features three loops of varying lengths (4, 5.5, and 7 miles) combining carriage roads, singletrack, and some road crossings, with signifi..

Big Bear Squatch North is a challenging trail running event held at Harriman State Park in Bear Mountain, New York. Featuring a half marathon and 10K races, including new rucking divisions with lightweight (15 lbs) and heavyweight (30 lbs) packs, the course offers rugged, technical trails with steep..

The Spring SOMO Timed Trail Races take place at South Mountain Reservation in South Orange, New Jersey. This event features a looped trail course of 1.88 miles (just over 3K) that includes single track, pavement, and fire road sections. Runners can choose from multiple race options: 1 loop (3K), 2 l..

The John Jay Community Trail Race, held in Cross River, NY, is a competitive 5k run on the newly developed John Jay Community Cross Country Trail. The course begins on the lower fields of the John Jay Campus, quickly entering challenging, hilly wooded trails near the middle and high schools, and fin..

Squatchywaska Mountainfest is a challenging trail running event held in Ellenville, New York, featuring two race distances: a 25K and a 10-mile course. Set in the stunning Shawangunk Ridge, runners navigate rugged mountain singletracks, cliffs, and glacially polished ledges through pitch pines, huck..

The Wawayanda Trail Fest is a challenging trail running event held in Vernon Township, New Jersey, at Wawayanda State Park. It features multiple distances including a 100K, 50 Mile, 50K, and Half Marathon, all set on a scenic 26+ mile loop course with rhododendron tunnels, marsh bridges, gravel road..

Leatherman's Loop is a popular 10k trail race held annually in spring at Ward Pound Ridge Reservation in Cross River, New York. The event features a challenging and scenic trail course through the reservation's natural terrain. Due to high demand, entry is determined by a lottery system.The race is..

The Jack Bristol Lake Waramaug Ultra Races, held in Kent, Connecticut, is a historic ultra running event celebrating its 52nd anniversary in 2026. It features three race distances: 100K, 50 miles, and 50K, all conducted on primarily flat, rolling loops around scenic Lake Waramaug on paved roads. The..

The VCP50k is an ultramarathon held in Bronx, New York, founded in 2023 and designed to accommodate both novice and experienced runners. The race features a challenging yet accessible course consisting of ten loops on the classic Tortoise and Hare cross country trail, plus an initial lap on flat ter..

Breakneck Point Trail Runs, hosted by Red Newt Racing, take place at University Settlement Camp in Beacon, New York. The event offers two challenging distances: a half marathon of 14.5 miles with approximately 4,800 feet of elevation gain, and a full marathon of 26.4 miles with about 9,000 feet of g..

3 Days at the Fair is a multi-day ultrarunning event held at the Sussex County Fairgrounds in Augusta, New Jersey. The event features a certified 1-mile flat loop course composed of pavement and crushed gravel, suitable for various race distances including 6, 12, 24, 48, 72, and 144-hour races, as w..

Run The Farm is a scenic trail race series held at Muscoot Farm in Katonah/Somers, New York. The event features a 5-mile trail race along with two kids' races tailored for different age groups, promoting family participation. The race showcases the natural beauty of Muscoot Farm, a working farm and..

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..