Trail Running calendar near Ellenville 2025-2026

The Terror of Tammany is a challenging trail running event held at Worthington State Forest in Columbia, NJ. Featuring two distances, a 30K and a 50K+, the race consists of multiple loops of a 6.7-mile course with approximately 1,750 feet of vertical ascent per loop. The 30K covers three loops, cate..

The Morris County Empanada Trail Run, held in Morris Plains, NJ, offers both 5K and 10K run/walk events on scenic trails within Central Park of Morris County. The course features mixed terrain including dirt, grass, gravel, and some hills, providing a varied and enjoyable trail running experience. P..

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 a new rucking division with lightweight (15 lbs) and heavyweight (30 lbs) pack categories, the event showcases rugged, technical moun..

The Long Run is an ultra-style race organized by The Running Kind at Jacobsburg State Park. The course features a give-or-take five-mile loop that blends scenic single-track with flat, fast gravel sections and about 450 feet of elevation gain per loop. Runners may complete a single loop or accumulat..

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..

John Jay Community Trail Race is a community running event in Cross River, New York, on the John Jay Community Cross Country Trail. The event features a 5k Trail Race, a 4k Jay Walk, and a Kids Jay Dash, a 200-meter race. The 5k winds through wooded, rolling terrain starting on the John Jay Campus l..

Squatchywaska Mountainfest is a mountain trail race in Ellenville, NY, offering two courses: 25K and 10 miles. Runners traverse rugged singletrack, cliffs, and crushed-gravel carriage roads on the Shawangunk Ridge, with about 2,500+ ft of elevation on the 25K and around 1,800 ft on the 10M. The rout..

Wawayanda Trail Fest takes place in Wawayanda State Park, Vernon Township, Hewitt, NJ along the Boat Launch/ Highland Lakes area. The festival offers four race distances: 100K, 50 Mile, 50K, and Half Marathon. The course features a 26+ mile loop with mostly wooded single-track, rhododendron tunnels,..

Leatherman's Loop is a popular 10K trail race held annually in the spring at Ward Pound Ridge Reservation in Cross River, New York. The event attracts runners aged 7 to 107 and features a scenic course through natural trails. Due to high demand, entry is determined by a lottery system.The registrati..

Jack Bristol Lake Waramaug Ultra Races run around Lake Waramaug in Kent, Connecticut, offering 100K, 50M, and 50K. One of the oldest ultras in the United States, it marks its 52nd anniversary in 2026 as part of the Mount to Coast 100K Series. The rolling, mostly flat course uses paved roads around t..

XTERRA New Jersey is an off-road multisport event held at the scenic Wawayanda State Park, featuring over 40 miles of trails and a clear lake. Part of the XTERRA World Tour, it offers a variety of races including trail runs (5K to 42K), gravel and mountain bike races, and triathlons such as full dis..

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, NY. The event offers two challenging distances: a half marathon of approximately 14.5 miles with 4,800 feet of elevation gain, and a full marathon of about 26.4 miles with 9,000 feet of gain. T..

3 Days at the Fair is a multi-day ultrarunning event held at the Sussex County Fairgrounds in Augusta, New Jersey. Scheduled for May 11-17, 2026, it features a certified 1-mile flat loop course composed of pavement and crushed gravel, fully lit for night running. The event offers various race durati..

Run The Farm is a trail-running event held at Muscoot Farm in Katonah/Somers, NY. The centerpiece is a 5-mile trail race through farm fields and woodlands, complemented by two Kids Run The Farm events for younger runners. The course highlights Muscoot’s rural scenery and woodland trails, creating a..

Plattekill Mountain Race returns to Roxbury, NY for the fourth edition, offering a challenging mountain course on the slopes and trails of Plattekill. The Mountain Race covers 6.5 miles with 3,500 feet of elevation gain, looping up, down, and around the ski area for views and a tough test of enduran..

Manitou’s Revenge is a challenging 53-mile ultramarathon held in the Catskill Mountains, starting in Windham, NY, and finishing in downtown Phoenicia. The course follows the northern Black Dome Trail and the Long Path from Acra Point, featuring approximately 15,000 feet of rugged, rocky, and steep c..

Pinky’s Rock n Rolla is a unique 4-mile trail race held in Richmond Hill, New York, offering runners an authentic trail running experience on natural hiking trails rather than typical bridle paths or gravel roads. The course, located in Forest Park, features naturally carved terrain shaped by glacia..