Trail Running Calendar New York 2025-2026

Amy’s Adventure Race for the Lake is an annual trail running event held in Bolton Landing, New York, organized by the Lake George Land Conservancy. The race features two challenging courses: a 4.5-mile and a 10-mile route, both winding through scenic forests and rugged single-track trails with rewar..

The Run the Vineyards - Pindar Fall 8K is a scenic running event set in the picturesque Pindar Vineyards in Peconic, NY. Participants can choose between an 8K and a 5K race, both featuring flat courses primarily on hard-packed dirt trails and grass, making them walker-friendly. The event includes ch..

The KMT Fall Foliage Frenzy is a timed trail running event held in Montebello, NY, near Kakiat Park and Harriman State Park. Participants can choose between 3-hour and 6-hour race options, running on a challenging 2.33-mile loop with approximately 660 feet of vertical gain. The course offers stunnin..

The Buck 50 is a challenging 50-kilometer ultramarathon held in Kattskill Bay, NY, along the scenic southern Adirondacks near Lake George. The course features rugged, remote trails that traverse four of Lake George's tallest peaks, including Buck Mountain, Sleeping Beauty, Black Mountain, and Erebus..

The Tesla Hertz Run, held in Rocky Point, NY, is a multi-distance ultramarathon event featuring races from 10 miles up to 150 miles. The course is a scenic 10.48-mile loop through the pine barrens of Long Island, offering a remote trail experience with minimal outside interaction. Runners benefit fr..

Rob's Trail Fest is a trail running event held in Hemlock, New York, featuring marathon, 15K, and 5K distances. Scheduled for October 11, 2025, the race takes advantage of stunning fall foliage. The marathon course includes two challenging 800-foot technical climbs on single track trails, offering s..

The HoliTrot Fall Festival Trail Run is an annual event held at HoliMont, America's largest private ski resort located in Ellicottville, New York. This festival features a kids' race alongside a 5K trail run, offering a family-friendly atmosphere that celebrates outdoor fitness and community spirit...

The Paine to Pain Trail Half-Marathon is a distinctive trail race held in Westchester County, New York, starting at the historic Thomas Paine Cottage in New Rochelle and finishing at New Rochelle High School. This 13.1-mile single-loop course traverses the woods and trails of five different parks, o..

The 2025 Never Stop Running Foundation Great Pumpkin Dash Trail 5K is a scenic trail run/walk held at Blydenburgh County Park in Smithtown, NY. The course features shaded trails with a mix of dirt roads and hard-packed surfaces, suitable for first-time trail runners, though strollers and wagons are..

The Sunshine Camp Trail Mix & Beer Fest is an annual event held in Rush, NY, designed to support children and young adults with disabilities. This fun-filled occasion features a 5K trail race that showcases the beautiful 157-acre Rochester Rotary Sunshine Camp, combining paved sidewalks and natural..

Nocturnal 12 is a unique 12-hour endurance race taking place in Rochester, NY, on October 18-19, 2025. This event allows participants to run or walk along a scenic, mostly flat 2.06-mile out-and-back course on the Lake Ontario State Parkway Trail. The race is designed to be inclusive, welcoming walk..

Many Lite is a scenic 20-mile running and hiking event held in Castile, NY, within the stunning Letchworth State Park, often called the Grand Canyon of the East. The course features breathtaking views of waterfalls, overlooks, and vibrant fall foliage along the Genesee River gorge, with cliffs reach..

Run The Farm in Katonah, NY, is a scenic 5-mile trail race held at Muscoot Farm, designed to showcase the park's natural beauty and promote local farmers' markets. Scheduled for October 19, 2025, the event features a main 5-mile race open to ages 6 to 108, along with two kids' races: one for ages 7-..

The Big Bear Squatchtoberfest, hosted by Sassquad Trail Running and the New York-New Jersey Trail Conference, is a challenging trail running event held at Harriman State Park in Tuxedo, New York. Scheduled for October 19, 2025, it features a half marathon and a 10K race on rugged, technical trails w..

The Run For Your Life 5k in Batavia, NY, is a unique nighttime race combining a 5k run with a haunted house experience. Held in complete darkness, participants must wear headlamps as they navigate a spooky course featuring classic horror characters who create a thrilling atmosphere without physical..

The Moreau Half is a challenging 14-mile trail race held at Moreau Lake State Park in Gansevoort, NY. Taking place on November 1, 2025, the course features approximately 2,700 feet of elevation gain over technical, winding singletrack trails, making it a demanding event suited for experienced trail..

The Fall Back Into The Trails Series is an annual trail running event held at Red Wing Recreation Area in Lagrangeville, NY. The 2025 edition features three race distances: a challenging 100K (10 loops of 10K each with about 1000ft elevation gain per lap), a 50K (5 loops of 10K with approximately 50..

The Saratoga Stryders Fall Back 5 Mile Trail Race is an exciting running event set in the scenic Saratoga Spa State Park. Participants can enjoy a challenging course that features a mix of hills, ridges, and single-track trails, showcasing the park's natural beauty. The race encourages runners to em..

The Pocantico Hills Marathon, held in Sleepy Hollow, NY, offers both marathon and half marathon distances through the scenic Rockefeller State Park. The single-loop courses feature rolling hills with picturesque views of the Hudson River and Palisades, passing fields, stone walls, bridges, lakes, st..

The Raven Rocks 10k Run is an annual trail race held at Ward Pound Ridge Reservation in Cross River, NY. Known for its challenging course, the race features rocky climbs, ridgeline trails, hilly meadows, ravines, and the historic fire tower site, offering scenic views of Long Island Sound, Connectic..