Trail Running Calendar New York 2025-2026

The Peach Hill "Run For the Hill of It" 5K is a cross-country running and walking event taking place at Peach Hill Park in Poughkeepsie, NY. Participants will traverse scenic trails, reaching the highest point in the town for stunning views. Open to all ages, the event encourages both runners and wa..

Cayuga Trails is a scenic ultramarathon held annually in Ithaca, NY, at Robert Treman State Park. The event features two challenging distances: a 50-mile race with approximately 10,203 feet of elevation gain and a 50K covering about 31.6 miles with 6,882 feet of elevation gain. The course is predomi..

Lucifer's Crossing is a scenic trail running event held at Old Y Camp in Robert Treman State Park, Ithaca, NY. The race offers three distances: a half marathon (13.2 miles), a 10K (~6.66 miles), and a 5K (3.3 miles). The course features a challenging rolling ascent on the Rim Trail, a steep stone st..

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 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 Frost Town Trail Festival, held at the RMSC Cumming Nature Center in Naples, NY, offers challenging trail running events celebrating the area's natural beauty and environmental mission. Participants can choose between a demanding 25k single-loop course that traverses the Cumming Nature Center an..

The Death by Staircase Trail Running Festival, held in Moreau, NY, is a unique trail running event centered around a challenging 3.8-mile loop featuring the notorious "staircase of death." This rugged course climbs over 800 feet in less than a mile before descending sharply and finishing with a fast..

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 Table Rock Trail Challenge, held annually at Clark Reservation State Park in Jamesville, NY, is a unique Last One Standing trail race featuring looped courses of approximately 1.2 to 1.3 miles. Runners face a mix of crushed gravel, slick limestone "table rock," dirt trails with rocks and roots,..

The YMCA Race Weekend, held at Green Lakes State Park in Fayetteville, New York, is a vibrant annual event featuring a variety of races over two days in June. Saturday's events include a Sprint Triathlon (800-yard swim, 12-mile bike, 3-mile run), Aquabike, Duathlon, Aqua-Run, and Relay races. Sunday..

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..

RHSC's Super Hear-O 5K & Family Fun Day is set to take place at Seneca Park in Rochester, NY, on June 22, 2025. This exciting event features multiple activities, including a 5K trail run, a 5K road run/walk, and a one-mile walk/roll/stroll, encouraging participation from individuals of all ages and..

Many On The Genny is a 45-mile trail ultramarathon held in Letchworth State Park near Castile, NY. The course features both sides of the famous gorge, offering runners a challenging mix of single track trails, fields, footbridges, and bridle paths. Participants will enjoy stunning vistas and demandi..

The Finger Lakes 50s is an internationally recognized ultramarathon held in the Finger Lakes National Forest near Hector, NY. Scheduled for July 5, 2025, the event offers three trail race distances: 25K (16.5 miles), 50K (approximately 32.9 miles), and 50 miles. All races follow the same 16.5-mile 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 Whiteface Mountain Races, held at Whiteface Mountain Ski Resort in Wilmington, NY, are among the most challenging mountain running events in the U.S., featuring exceptional vertical gain and loss per mile. The main race, the Marshak Mountain Race, offers a 10K loop with about 3,800 feet of eleva..

The High Tor Trail Marathon, held in Naples, NY, offers both a half marathon and a full marathon option, with the latter consisting of two loops of the half marathon course. The race begins and ends at Naples Community Park, featuring a scenic route that includes vibrant downtown streets and challen..

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 Great Hill Ultra is a challenging 62-mile trail race set in the scenic Finger Lakes region near Middlesex, NY. The course features diverse terrain including hills, valleys, gully rim trails, swamplands, and hilltops, offering exceptional views throughout. Runners experience a unique route that i..

Amer’s Epilepsy Trail Run, known as "Seize the Day," is an annual fundraising event held at Mendon Ponds Park near Canfield and Douglas Roads in New York. The race offers 10K and 5K trail runs, as well as a one-mile fun run/walk, welcoming runners, walkers, hikers, and leashed dogs. The courses star..