Trail Running Calendar New York 2026-2027

We have found 112 Trailruns in New York. Check below where and when you can find the races.

A fall trail half marathon and 10K through Harriman State Park on October 18, 2026, featuring technical singletrack, steep climbs, and marked aid stations. The event supports the New York and New Jersey Trail Conference and is capped at 175..

Many Lite in Castile, NY is a 20 mile trail run and a 20 mile hike through Letchworth State Park, featuring waterfalls, overlooks, and peak fall foliage. Registration is limited and requires a fee.

Nelson's Summit 50/50 in Allegany State Park offers 25 km, 50 km and 50 mile trail races on looped, marked courses with aid stations, course markings, and a 14 hour overall cutoff. All entrants receive SCTR socks.

A 5 mile trail race at Muscoot Farm in Katonah with two kids races by age group, Farm Bucks for the farmer's market, optional shirts, and no dogs permitted except trained service dogs.

A weekend trail event at Red Wing Recreation Area in Lagrangeville, NY offering 10K, 50K and 100K loop races with continuous aid, finisher medals, and UTMB Index designation for the 50K and 100K.

November 2026

Trail marathon and half marathon in Rockefeller State Preserve with start and finish at Rockwood Hall. Courses use wide, groomed carriage roads and offer run and walk options with charity bib entries.

A trail 10k at Ward Pound Ridge Reservation paired with a November virtual 100k challenge that rewards finishers with a custom engraved woodallion; the race uses rocky ridgeline trails and includes an on-course water stop near the fire towe..

Hit the trails at Rob's Trail Run Edition in Woodbury on Sunday, November 29, 2026. Choose a 5K for adults or youth and enjoy scenic singletrack through Stillwell Woods Preserve.

December 2026

Trail races in Pittsford NY on December 12 2026 offering 15 mile, 10 mile, and 5 mile options. The event serves as a fundraiser for TrailsRoc and includes named course sections such as Hell on roots climb and Ski Hill Climb.

January 2027

Frozen Assets Endurance Run is listed for Jan 02, 2027 at Harriet Hollister Spencer SRA and features a 10k distance; the event listing does not include further course or support details.

A winter trail event at Ontario County Park offering one to three laps of a 4 mile loop and a new snowshoe race in 2027 if conditions allow. Post race amenities include a heated lodge, pancakes, hot drinks, and trailside support.