New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 159 exciting trail runs across the region. Find your next trail run in New York below and join the trail community at these great events!
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.
A fourth-year endurance event in Cohoes, NY offering 1-, 3-, and 6-hour solo options plus 6-hour relays to raise funds for Flutters of Hope.
A 50K trail race on Lake George near Kattskill bay NY with about 9,000 feet of climbing over four peaks and a requirement for prior ultra-trail experience.
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.
A 3.1 mile trail run through the Great Swamp Conservancy habitat center in Canastota, NY on October 4, 2026; registration opens July 27 and costs $25.
Trail half-marathon in Cold Spring, NY on October 4, 2026 covering 13.7 miles with 4,000 ft of climbing through the Hudson Highlands; proceeds help NYNJTC.
A trail 5K at CCC Camp in Winona Forest supporting Friends Forever Animal Rescue, featuring an off pavement course, awards and a post race BBQ.
Trail runs of 3.1 miles and 6.2 miles take place at Genesee County Park and Forest on October 4, 2026. Proceeds support ACORNS and a portion will go to breast cancer research.
A half marathon and 6K on the Wallkill Valley Rail Trail in Rosendale, NY, featuring the historic Rosendale Trestle and proceeds benefiting the Wallkill Valley Land Trust.
Trail 5K at Buried Barrel in Castile NY on October 4, 2026 with in-person and virtual options, a point-to-point finish in Pankow Farms orchard, swag, awards, and local charity support.
A stair race up the Empire State Building's 86 floors and 1,576 stairs in New York with several entry categories and set registration windows and fees.
Four-day trail event in Rocky Point, NY featuring a 10.48-mile Pine Barrens loop with eight distance options from 10 miles to 150 miles.
Trailwagger on October 10, 2026 at Gilbert Lake State Park offers 3, 5 and 8 mile courses plus a dog walk, with proceeds supporting the Super Heroes Humane Society.