Trail Running Calendar New York 2025-2026

The Cat's Tail Trail Marathon is a challenging 26-mile point-to-point trail race held in the Slide Mountain Wilderness Area of the Catskill Mountains, New York. Featuring nearly 7,000 feet of elevation gain, the course offers rugged terrain with rocky, technical climbs and descents, alongside stunni..

The Front Runners New York Cross Country 5K is an annual running event held at Van Cortlandt Park in the Bronx, New York. Celebrating its 22nd year in 2025, the race offers a scenic 5K cross-country course through the park's fall landscape. Participants meet at the iconic Tortoise & Hare Sculpture f..

The Unlimited Breadsticks Trail Race Half Marathon will take place in Victor on Sunday 28 September 2025. You can run 13 miles.

The Flutters and Foliage Endurance Run, held in Cohoes, NY, is a unique ultra running event supporting Flutters of Hope, a nonprofit aiding individuals and families affected by eating disorders. Now in its third year, the race features multiple endurance challenges including 1-hour, 3-hour, and 6-ho..

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 Great Swamp Conservency 5k Trail Run is a scenic trail race held in Canastota, New York, within the boundaries of the Great Swamp Conservency habitat center. The 5-kilometer course features natural trails and crosses a country road, offering participants a chance to experience the area's unique..

The KMT Fall Foliage Frenzy is a timed trail running event held in Montebello, NY, featuring 3-hour and 6-hour race options. Participants run on a challenging 2.33-mile loop course in Kakiat Park, adjacent to Harriman State Park, with approximately 660 feet of vertical gain per lap. The course offer..

The Buck 50 is a challenging 50-kilometer ultramarathon held in Kattskill Bay, New York, 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..

The Run the Vineyards - Pindar Fall 5K and 8K is a scenic autumn race held at Pindar Vineyards in Peconic, NY, featuring courses through 300 acres of vineyard property. Participants can choose between a 5K and an 8K race, both on mostly flat, hard-packed dirt trails and short-cut grass, making the e..

The Tesla Hertz Run is an ultramarathon event held in Rocky Point, New York, featuring multiple race distances including 150 miles, 100 miles, 100K, 50 miles, 50K, and 10 miles, with both daytime and nighttime options. The course is a scenic 10.48-mile loop through the pine barrens of Long Island, o..

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

The Fall Scramble will take place in Ellicottville on Saturday 11 October 2025. You can run between 4 and 8 miles.

The HoliTrot Fall Festival Trail Run is a running event held at HoliMont, America's largest private ski resort located in Ellicottville, New York. The festival features a kids race and a 5K trail run, offering participants a scenic and family-friendly atmosphere. Set amidst HoliMont's natural terrai..

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

The Never Stop Running Foundation Great Pumpkin Dash Trail 5K is a scenic trail run/walk held at Blydenburgh County Park in Smithtown, NY. Scheduled for October 12, 2025, this event features a 5K course that winds through shaded trails combining dirt roads and hard-packed surfaces with some sandy sp..

The Sunshine Camp Trail Mix & Beer Fest is an annual 5K trail race held at Rochester Rotary Sunshine Camp in Rush, New York. This event supports children and young adults with disabilities by benefiting a fully accessible summer camp on 157 private acres. The course features a mix of paved sidewalks..

The Nocturnal 12 will take place in Rochester from Saturday 18 October 2025 to Sunday 19 October 2025. You can run 12 kilometers.

The Big Bear Squatchtoberfest is a challenging trail running event held at Harriman State Park in Tuxedo, New York. Organized by Sassquad Trail Running in partnership with the New York-New Jersey Trail Conference, it features a half marathon (13.1 miles) and a 10K race. The courses are technical wit..

The Malta Trail Race in Malta, NY, hosted by the Roundabout Runners Club, offers 2k, 3k, and 5k trail running events set in the scenic 100 Acre Woods. The course starts at the Luther Forest Athletic Fields and features well-maintained trails, mostly covered in stone dust and wide enough for comforta..

Many Lite in Castile, NY, is a scenic 20-mile running and hiking event held in Letchworth State Park, known as the "Grand Canyon of the East." The course features stunning views of waterfalls, overlooks, and vibrant fall foliage along the Genesee River gorge, with cliffs reaching up to 600 feet. Thi..