Trail Running Calendar New York 2025-2026

Front Runners New York's Cross Country 5K returns to Van Cortlandt Park in the Bronx for its 22nd annual fall meet. The Run/Walk begins near the Tortoise & Hare Sculpture, with bib pickup guided by FRNY volunteers. Supported by the Tom Cook Fund, race-day amenities include on-site registration, swag..

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..

Parallel of Latitude Endurance Race is an 8-hour fixed-time event in Dryden, New York, at Dryden Lake Park. Runners tackle a flat, 3.45-mile out-and-back rail-trail loop beside Dryden Lake, with relay options for 2–6 participants. The course is described as low-key and flat, welcoming all paces and..

Race to the Face 5K is a community-oriented running and walking event in Norwich. In 2025, the event enters its fourth year. The course starts on a road in downtown Norwich, switches to trail, then returns to the road and downtown, accommodating runners, walkers, and hikers and even friendly dogs.Pa..

The Unlimited Breadsticks Trail Race Half Marathon is a 13-mile trail running event held in Victor, New York, starting at Parkview Fairways and finishing near Valentown. This scenic race offers participants a unique trail experience with aid stations sponsored by Tailwind and encourages runners to b..

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, now in its 9th year, takes place at Amy’s Park in Bolton Landing, NY. The event offers a 4.5-mile trail race and a 10-mile loop through forests, ponds, and marshes, featuring rugged Adirondack terrain with about 700 feet of elevation gain. Proceeds support the Lake..

Michael J. Pitney Farm Run takes place at Pitney Meadows Community Farm in Saratoga Springs, NY. The event features a 5K community run and a Youth Fun Run (.5 miles).The course is a mixed-surface, grass and stone-dust trail that is primarily flat with a few gentle rollers, and has no road crossings...

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..

Set in Montebello, New York, the KMT Fall Foliage Frenzy is a trail-running event featuring 3-hour and 6-hour timed races. Runners tackle a challenging 2.33-mile loop with about 660 feet of vertical gain, weaving through Kakiat Park against the backdrop of Harriman State Park and the Hudson Valley’s..

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..

Tesla Hertz Run is an ultrarunning event in Rocky Point, New York, offering multiple distances on a single Long Island course: 150‑mile, 100‑mile, 100K, 50‑mile, 50K, a 10‑mile, and a night-time 10‑mile option. The course features a scenic 10.48‑mile loop through pine barren terrain, with two aid st..

The Trailwagger is a running event held at Gilbert Lake State Park in Laurens, NY, featuring scenic trails and fall foliage. The race offers four divisions to accommodate various skill levels: a 3-mile run/walk on paved roads and trails, a mostly trail-based 5-mile run showcasing ponds and creeks, a..

The Fall Scramble at Holiday Valley Resort in Ellicottville, NY, is an off-road running event featuring 4-mile and 8-mile race options. Held on the resort property, the race starts with a unique chairlift ride to the top of the hill. The 4-mile course is mainly downhill and considered easier, while..

Rob's Trail Fest is a fall trail-running event in Hemlock, NY, at the south end of Canadice Lake, on Oct 11, 2025. It features three distances: Marathon, 15K, and 5K. The course mixes single-track, gravel, and a small amount of paved surfaces, including two 800-foot climbs on the marathon and a fast..

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 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..

HoliMont hosts the HoliTrot Fall Festival Trail Run at HoliMont in Ellicottville, New York. The event includes a Kids Race and a 5K Trail Run, winding through the resort’s scenic trail system and finishing at the bottom of the Exhibition Lift. A standout feature is a chairlift ride to the hilltop at..

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..