New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 174 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
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.
A 5K cross country race at Pine Grove Middle School in East Syracuse on 19 September 2026, run on a varsity XC course with mostly trails and grass; registration runs from March 7 to September 18, 2026.
Community 5K trail and fun run at Camphill Village Copake on September 19, 2026, with woodland trails and a Ring Road route open to walkers, strollers, and mobility aids.
A memorial 5K run and walk at Mossy Bank Park in Bath NY, dogs welcome, $30 fee, with proceeds split between Mossy Bank and a local SPCA and additional funds to St. Jude.
A community memorial run in Hinckley, NY offering an in-person five-mile trail run/walk, a virtual five-mile option, and a kids fun run; proceeds support a memorial scholarship for students pursuing medical training.
A one mile loop elimination challenge in Webster NY on September 20, 2026 where runners must meet shrinking time cutoffs each mile; finishers receive a medal and category pins, with cash prizes for top male and female.
A charity running event at Green Lakes State Park on September 20, 2026 with 8K and 5K races, a free kids fun run, a 5K lake trail route, and a 2 Mile trail walk, plus shirts, awards, aid stations, and free ice cream.