New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 168 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 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.
Charity race day at Green Lakes State Park with 8K, 5K, a combined 8K and 5K event, kids fun run and 2 mile trail walk plus shirts, awards, and free ice cream.
A timed charity tower climb at Empire State Plaza in Albany that reaches the 42nd floor with 809 steps. Water stations, bailout floors and medics are provided; registered participants receive a t shirt and finisher's medal.
Community 5K trail run at Tawasentha Park on Sept 20, 2026 supporting the Capital Region Vegan Network and local animal sanctuaries; vegan barbeque tickets sold separately.
A 5K trail run on Bella Rose Vineyard grounds in Lewiston with a stemless wine glass and complimentary wine tasting for participants 21 or older. The event features professional timing, finish line photos, music, and on site parking.
Trail marathon in Shandaken, NY on Sep 26, 2026 : a 26-mile point to point race with about 7,000 ft of ascent on technical Catskill trails organized by Run Wild Inc.
An eight hour fixed time race on a flat 3.45 mile out and back trail at Dryden Lake Park where solo runners and relay teams log as many miles as they can.
A 5th annual 3.1-mile run and 1.1-mile walk at The Church of St. Andrew in Staten Island, and the first leg of the Staten Island FALL TRIFECTA.
A fall cross country 5K in Van Cortlandt Park with race day packet pickup, age group awards, live results and a pair of translucent rainbow sunglasses for each participant.
Trail races at Northampton Park in Brockport with a 5 mile singletrack and a 1 mile family loop plus entry to the Harvest Festival.
Join the 74th annual Baldwinsville Invitational for a 3.1 mile cross country trail race open to alumni and the general public in Baldwinsville New York.
A community 5K on the Greenway Trail in Dolgeville supporting Live Well Connected's youth fitness programs, with a free kids dash for ages up to 12.
Trail races at Gardiner's Riverbend Trails: 5K, a two-lap 10K, and a kids 200 yard run, with sneaker recycling and day of registration cash or check.
Six hour running and relay event at Belmont Lake State Park on September 27, 2026 where individuals and teams compete for the most distance on a 2.50 mile loop.
A scenic 3.1 mile road and trail 5K through the New York Botanical Garden with a revised course, live band, and post run festivities including a commemorative T shirt and garden admission.
A scored NYRR cross country race at Van Cortlandt Park featuring a 5K course as the first event in a three-race fall series, with youth programming via Rising NYRR.
Team obstacle race in Binghamton across mud, ravines and 50+ acres of wilderness, with heavy-object challenges and a rotating Commando Cup trophy.
October 2026
Trail races at Amy's Park in Bolton Landing on October 3, 2026 offering 4.5 mile and 10 mile options plus a virtual 4.5 mile, with proceeds for Lake George conservation.
Timed endurance race in Cohoes NY on October 3 2026 offering 1, 3 and 6 hour solo options plus a 6 hour relay to benefit Flutters of Hope.