Trail Running Calendar New York 2026-2027

A five-week open-course trail running series in Poughkeepsie, NY, presented by Fleet Feet Poughkeepsie and powered by HOKA. Limited to 65 participants; registration runs March 18 to April 20, 2026 with a $60 fee.

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..

A spring trail race at Grafton Lakes State Park covering about 9.3 miles with roughly 900 feet of elevation gain. Trails are technical yet runnable and the course can be muddy in spring.

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.

A 5K road and trail run at SUNY Morrisville on April 25, 2026 supporting student development in conservation and environmental science. The event features a tree planting, trail sections that may be muddy, awards by age group, and shirts.

A spring trail race in Cross River, NY on April 26, 2026 offering a 10K course with entry by lottery. The $56 registration fee includes park entry and the race is USATF sanctioned; dogs are not allowed to run in the event.

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.

A muddy obstacle-course festival in Deansboro, New York offering 5 mile, 5K and kids runs plus live music and local brews. Proceeds support the Barden Adventure Scholarship and other charitable efforts.

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.

Rock The Ridge is a fundraising trail event at Mohonk Preserve on May 2, 2026. Options include a 50 mile ultra, a 26.2 mile trail marathon and relay teams, with proceeds supporting conservation and education.

Trail races at Bear Mountain State Park on May 2, 2026 include 10K, half marathon and 50K over singletrack with technical sections, rolling climbs, tree cover, rocky and muddy terrain and occasional stream crossings.

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.

A technical trail half and full marathon at University Settlement Camp in Beacon, NY on May 3, 2026, featuring steep, exposed climbs and substantial elevation gain with official aid stations and strict cut-off times.

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.

A scenic 5K trail run and kids race at Holimont Ski Resort in Ellicottville on wooded mountain paths. All racers get a post-race party and tacos; 5K participants receive a Sasquatch Stomp t-shirt. Proceeds support the Ellicottville Great Va..