New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 177 exciting trail runs across the region. Find your next trail run in New York below and join the trail community at these great events!
August 2026
Thacher Park Trail Running Festival on August 23, 2026 offers 10K, half marathon, marathon and 50K trail races with cupless aid stations and tiered entry fees.
Trail race at Westmoreland Sanctuary covering about 6.5 miles of rocky, rooty trails with parking at Fox Lane Middle School, awards by age group, and no dogs allowed.
Trail races on the Lehigh Valley Trail in Mendon on August 23, 2026 featuring a USATF certified half marathon and a 5K.
Trail run and walk through Phillips Creek, Turnpike, and Palmers Pond State Forests offering 5K, 10K, and a new 25K with varied terrain and creek crossings.
50K loop ultramarathon in Forest Park Queens with 12 laps of the 2.5 mile Orange Trail, about 300 feet climb per lap and an aid station after each lap.
Trail marathon and half through Kennedy State Forest with age and gender staggered starts, cupless aid stations, and substantial elevation gain.
Charity 5K and festival in Chittenango with run and walk options, canine-friendly entries, included T-shirt, and opportunities to visit shelter animals and the Canal Boat Museum.
A 52 day certified road race in Jamaica, Queens where athletes aim to cover 3100 miles on a 0.5488 mile loop, averaging about 59.6 miles per day.
September 2026
Timed trail loop event at Sugar Hill State Forest with 3, 6, and 12 hour options on a four mile loop with about 500 feet gain; limited to 100 participants.
Women-only backyard ultra on County Line Road, Phoenix NY, with repeated 4.167 mile laps over mixed forest and field terrain; proceeds support local women's shelters.
A five-race team based cross country series around Greater Binghamton with roughly 3.1 mile courses, traditional team scoring, weekly awards, and season registration benefits.
A 31 mile trail ultramarathon through remote Adirondack wilderness with rocky singletrack, three aid stations, and a reviewed entry process.
Trail races at Ontario County Park near Gannett Hill with long and short courses, three staffed aid stations, camping options, post-race food and awards.
A trail event on the Shawangunk Ridge near Rosendale, NY offering 70 mile, 30 mile and half marathon divisions across rugged, varied terrain with minimal support.
A technical trail ultramarathon in Cortland, NY on September 12, 2026 offering 100, 50 and 50K races with steep terrain and a 36 hour 100 mile cutoff.
A community wellness event at Sprague Brook County Park on September 12, 2026 featuring a 5K trail run and a 2 mile non timed walk, with proceeds supporting the Bread of Life Outreach Center and keepsake blankets for early registrants.
Experience an outdoor adventure at Everest Park featuring a four mile obstacle course with forty natural and man made challenges. Families can choose between the full mud run or a specialized mini course for younger children.
A dog-friendly 5K at Campground Adventures in Hinsdale NY with scenic trails, local vendors, and 50% of proceeds donated to the Cattaraugus County SPCA.