New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 178 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
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.
Trail races on the Shawangunk Ridge near Rosendale NY offering 70 mile, 30 mile, and half marathon options on rugged, minimally supported singletrack.
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 dog-friendly 5K at Campground Adventures in Hinsdale NY with scenic trails, local vendors, and 50% of proceeds donated 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.
Roughly 3 mile obstacle and fitness race at Green Lakes State Park with about 30 first responder inspired challenges and options to scale difficulty.
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.
Timed trail festival in Pawling, NY on Sept 19 to 20, 2026 offering 24 hour, 12 hour, 6 hour and 3 hour loop races with aid stations and finisher medals.
Looped trail ultra in Upper Nyack offering 50-mile and 27-mile options with significant elevation gain and three on-course aid stations.
100 km trail race in Fabius, NY, around Morgan Hill State Forest with mostly single-track terrain, seven aid stations, and a 100 km relay option.
A community 5K and 10K on the Keuka Outlet Trail in Penn Yan with start and finish at Cascade Falls. Courses pass Seneca Mills Falls and the 10K reaches the former Fox Mills site; shirts and medals included.
Trail run and walk through the Huyck Preserve with 2, 5, and 8 mile routes that pass a lake, a historic race track, and waterfalls while supporting two local organizations.
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.