New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 179 exciting trail runs across the region. Find your next trail run in New York below and join the trail community at these great events!
May 2027
VCP 50K is a looped trail ultramarathon in Van Cortlandt Park on 01 May 2027. The 50K course starts with a flats lap then ten cross country loops, with stocked aid stations, drop bag access, finisher medal, singlet, meal and beer.
Timed trail event at Greek Peak on May 1, 2027 offering 7, 14, 21, and 28 mile loop options with aid stations, optional weighted vests, and a 10 hour cutoff.
Trail running on the Shawangunk Ridge with a 50 mile ultra, a marathon, or relay teams, raising funds for Mohonk Preserve on May 1, 2027.
Technical mountain trail races at Breakneck Point, Beacon NY with half and full options, large elevation gain, and on-course aid stations.
Timed trail ultra at Winona Forest in Mannsville NY with 6, 12, 24 hour options and a 3 person team 24 hour category on a smooth 2.65 mile loop.
A 5K run/walk at Bethpage State Park with soft trails, live results, free finish line photos, and early bib pickup at Orangetheory Fitness Farmingdale.
A community 5K in Ellenville starting and finishing at Aroma Thyme Bistro, with a course along the base of the Shawangunk Mountains and a stretch on the newly resurfaced Rail Trail. Proceeds benefit local food pantries and youth scholarships.
Trail races at Green Lakes State Park on May 16, 2027 offering a roughly 10 mile course and a 5 mile loop with water on course and age group awards.
A 5K trail run and walk at Blydenburgh County Park supporting the Never Stop Running Foundation, with on-site refreshments, parking options, and a virtual participation choice.
A 5 mile trail race at Muscoot Farm on May 23, 2027 with two kids races on farm trails. The event is organized by Run the Farm Races and is sanctioned by USA Track and Field.
Timed trail event at Holiday Valley in Ellicottville offering 7, 14, 21, and 28 mile loop courses with a 10 hour limit; weighted vest options and t-shirt, patch, and medal for finishers.
A one-time 1-mile loop event at Powder Mills Park featuring 25 cutoff laps and a final all-out lap, with some proceeds donated to TrailsROC for trail maintenance.
A lakeside, fully accessible 5K and a rugged 10K up Hook Mountain with 1,300 ft of climb, marked trails, limited field of 200, and adaptive support.
Scenic trail ultramarathon in Robert H. Treman State Park offering 50K and 50M on mostly singletrack with waterfall and gorge terrain.
Backyard ultra at Trenton Fish and Game Club in Holland Patent NY with a 3 1/3 mile loop every hour, continuing until one runner remains or 30 hours.
Experience a vertical challenge at the Plattekill Mountain Race in Roxbury featuring a 6.5 mile mountain course and a 5k trail run with significant elevation gain.
Trail races at Ward Pound Ridge Reservation on June 6, 2027 include a half marathon and a 10k that pass the summit where the historic fire tower is being reconstructed. Proceeds support Friends of the Fire Tower for accessibility and educational impr..
A trail race at Robert Treman State Park near Ithaca offering 5K, 10K, and half marathon distances on singletrack trails and scenic gorges.