New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 179 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 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.
Experience a 50 km ultra marathon in the southern Adirondacks featuring 9000 feet of elevation gain and four major peaks overlooking Lake George.
A 5K loop in South Glens Falls raising funds for the Common Roots Foundation, featuring a stroller division, race shirts, awards, and a post-race celebration.
A 12 hour backyard ultra at Kissing Bridge where runners complete a 3 mile hilly trail loop every hour and those still running after 11 hours race the 12th hour for the title.
61st McQuaid Invitational Open Race, a 3 mile unattached event at Genesee Valley Park in Rochester NY, with online and race day registration options.
A 5K run and walk on October 3, 2026 across Miner Institute farm grounds in Chazy supporting nursing education at CVPH.
SKECHERS Wicked Wine Run in Buffalo features a 5K run/walk and a 1K tasting walk at Liberty Vineyard and Winery on October 3, 2026.
Scenic fall 5K and 8K at Pindar Vineyards in Peconic NY with chip timing, water stations, postrace wine for 21 plus, live music and food trucks.
A 4 miles trail race through Irvington Woods with varied terrain and stairs, starting and finishing at the Irvington High School campus.