New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 180 exciting trail runs across the region. Find your next trail run in New York below and join the trail community at these great events!
September 2026
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.
Experience a minimalist and unsupported trail race across the scenic Shawangunk Mountains with distances ranging from a half marathon to a 70 mile ultra.
A day of revised routes on the Finger Lakes ridgelines in Cortland NY offering 100M, 100M relay, 50M, and 50K with stocked aid stations and a 36 hour 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 community 5K run and walk at Campground Adventures in Hinsdale, NY that supports local animals with 50% of proceeds to the Cattaraugus County SPCA.
In-person and virtual 5K and 10K events at Mendon Ponds Park on September 13, 2026 supporting ROCovery's recovery programs and community.
Trail runs inside Letchworth State Park offering 5K and 10K woodland courses with on-course water, chip timing, post-race refreshments, and finisher medals while supplies last.
Experience mountain trail running at Greek Peak Resort with eight different races ranging from a steep uphill climb to night runs and a dog friendly 5K.
A 3-mile obstacle and fitness race at Green Lakes State Park featuring 30 first-responder inspired challenges, penalties for missed obstacles, and open to ages 12 and up.
A scenic 3.8 mile cross-country run at Olana State Historic Site with a free 1K kids run and awards across age groups.
Multi-day timed ultras at Shortsville Reindeer Farm on a one mile grass and trail loop. Multiple timed options, an on-course aid barn, and belt buckles for finishers who complete 100 loops; proceeds support ROCovery Fitness.
Trail races in Brookfield New York offer a 5k, 15k and a 50k ultra on truck and horse trails; the 50k includes 4,800+ feet of vertical gain and a nine hour cutoff.
Test your endurance at the Pawling 24 Hour Trail Running Festival featuring multiple timed races on a scenic 1.68 mile loop in Lakeside Park.
Experience a challenging 50 mile or marathon trail race featuring 9600 feet of elevation gain and scenic Hudson River views at Hook Mountain.
Experience a 100km single track loop through four New York counties featuring waterfalls, high vistas, and over 10,000 feet of elevation gain.
Run along the scenic Keuka Outlet Trail in Penn Yan with a 5K or 10K race that passes historic mills and waterfalls including Seneca Mills Falls.
A trail run and walk on September 19, 2026 at Huyck Preserve with 2, 5, and 8 mile routes to raise funds for the Huyck Preserve and the Rensselaerville Library.
Scenic 5K cross-country and a 2 Mile fun run/walk at Crown Point State Historic Site supporting online safety awareness and the NYS Parks wellness challenge.
A community 5K run and a children’s 1 mile fun run at Schodack Town Park on September 19, 2026, raising funds for Hope House. Entry fees include 5K $30 and children free with parents running $30.