Trail Running Calendar New York 2026-2027

Event Overview The Squatchywaska Mountainfest is a trail running event with two distances: a 25K (noted as closer to 17 miles) and a 10-mile race. Both courses follow a lollipop format through Minnewaska State Preserve on the Shawangunk Rid..

The Grafton 15K is a spring trail race through the technical and muddy terrain of Grafton Lakes State Park. The 9.3-mile course features 900 feet of elevation gain, starting and finishing at the park's beach.

Celebrate spring in the Adirondacks with a scenic half marathon or a family friendly 5k trail race. Support local healthcare while following a historic route from Keene Valley to Elizabethtown.

Experience the Leatherman's Loop 10k trail race at Ward Pound Ridge Reservation in New York. Entry is managed via a lottery system for this USATF sanctioned spring event through the local woods.

A community 5K on April 26, 2026 in Croghan NY offering walk, bike, and run options, with a pancake breakfast included and no official timing.

Try the Trail is a youth trail run for ages 4 to 16 at Katonah Memorial Park. Kids can choose between a half-mile or one-mile course on scenic, easy-to-follow trails. It's a family-friendly event focused on outdoor activity.

Experience a monthly trail running series through the scenic landscapes of Mendon Ponds Park. Each event features timed races of varying distances followed by a social gathering with pizza and drinks.

An ultramarathon in Van Cortlandt Park featuring an initial flat lap plus ten cross country loops, stocked aid stations, drop bag access, and finisher awards including a medal, singlet, meal and post race beer.

Experience a variety of obstacle courses including an 8k 5k and kids run in Deansboro New York This event honors the memory of Daniel Barden while supporting local fire and EMS departments through community participation

Event Overview The Denfit Ultra is an ultramarathon event taking place on May 2-3, 2026 at the Buffalo Ski Center in Colden, New York. The event features two distances: the Denfit Ultra 50k and the Denfit Ultra 100k. Course Details Both rac..

Run on the smooth, paved Black River Trail overlooking the water in Watertown, NY. Choose from a 5K, 10K, 15K combo, or try the ruck division. The event supports local transportation services and offers a post-race gathering at a nearby bre..

The A Run to Remember will take place in Red Hook on Saturday 2 May 2026. You can run between 5 and 10 kilometers.

Experience the beauty of the Shawangunk Mountains with a 50 mile ultra, a trail marathon, or a team relay. Enjoy well maintained carriage roads and an 18 hour cutoff in this premier fundraising event for Mohonk Preserve.

The Bear Mountain Trail Challenge will take place in Bear Mountain on Saturday 2 May 2026. You can run between 10 and 50 kilometers.

Run a flat one mile course in Van Cortlandt Park while wearing your own inflatable costume. This unique Bronx event supports charity and takes place during a local ultramarathon for a high energy atmosphere.

Experience one of the most technical and elevation dense trail races in the Northeast. Tackle steep climbs and rugged single track through the scenic terrain of Beacon, New York.

Experience the natural beauty of Mendon Ponds Park with a choice of 13 mile and 5 mile trail races. Enjoy a festive atmosphere featuring a post race BBQ feast at Stewart Lodge.

Run or walk through the scenic mountain paths of Holimont Ski Resort for a great cause. Enjoy a 5K trail adventure featuring post race tacos and support the development of local multi use trails.

Mind The Ducks is a 12-hour ultramarathon on a looped course in Webster, NY. Runners aim to complete as many 1.01203-mile laps as they can. The event supports a local charity and is organized by a running club.

Test your endurance at Greek Peak with a single day walking and rucking challenge through the scenic Finger Lakes foothills. Choose between distances ranging from 7 to 28 miles on a beautiful 1480 foot elevation loop.