Trail Running Calendar New York 2025-2026

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 an annual event held at Seneca Park - Wegman Lodge in Rochester, NY. Scheduled for June 22, 2025, it features a 5K road run/walk and a one-mile walk/roll/stroll, welcoming runners, walkers, rollers, and strollers of all ages. The event celebrates the effort..

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 in Hector, NY. The event offers three distances: 25K (16.5 miles), 50K (approximately 32.9 miles), and 50 miles. All races follow the same 16.5-mile loop course featuring 85% single-track tra..

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

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 extreme vertical gain and loss per mile. The main race, the Marshak Mountain Race, offers a 10K loop with about 3,800 feet of elevation..

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 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-..

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..

The Keuka Outlet Trail Half Marathon & 10K takes place in Penn Yan, New York, along the scenic Minnesetah River in the Finger Lakes region. The event features out-and-back courses for both the half marathon and 10K, showcasing picturesque waterfalls, historic abandoned mills, and well-maintained tra..

The Bella Rose Vineyard Wine Run 5k is a scenic running and walking event held at Bella Rose Vineyard & Winery in Lewiston, New York, along the Niagara Wine Trail. Scheduled for July 20, 2025, this chip-timed 5k race welcomes participants aged 1 to 99. The event offers a festive atmosphere combining..

The Mighty Mosquito Trail Race & Relay, held in Mendon Ponds, Mendon, New York, is a challenging ultramarathon event featuring multiple race distances and relay options. The premier race is the 100-mile solo run on a figure-8 course composed of two 10-mile loops with aid stations, offering a 34-hour..

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 Wakely Dam Ultra is a challenging 55K ultramarathon held in Piseco, New York, within the Adirondack Park wilderness. The race follows a remote, technical trail along the Northville Placid Trail between Piseco Lake and Wakely Dam, featuring 3,300 feet of elevation gain. It is a self-supported eve..

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 Swain Mountain Race, held in Swain, NY, is a challenging 6.5-mile mountain trail race featuring nearly 2,500 feet of elevation gain. The course includes two loops: a 1.8-mile initial loop with a steady climb and a longer 4.8-mile loop that tackles some of Swain’s toughest ascents, including Clar..

Stephen's Run 6k is a cross country race held annually at Long Point State Park in Bemus Point, New York. The 6-kilometer trail race takes place on scenic paths along Chautauqua Lake, offering runners a beautiful natural setting. Established in memory of Stephen Pangborn, a young cross country runne..

The Lake Placid Trail Challenge, held at Mt. Van Hoevenberg in Lake Placid, NY, offers runners a scenic and challenging experience on August 9, 2025. This event features three race distances: 10K, half marathon (21K), and 50K, all set on diverse single-track trails known for their steep climbs and f..

The Beast of Burden - Summer is an ultra-distance running event held in Lockport, NY, featuring 25, 50, and 100-mile race options. Set along the historic Erie Canal Towpath, the course begins at Wide Water’s Marina, offering amenities like showers, restrooms, and a fully stocked aid station. Runners..