New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 141 exciting trail runs across the region. Find your next trail run in New York below and join the trail community at these great events!
November 2026
A trail event in Manorville Hills with 3, 6, 12 and 24 hour options on a runnable 5K loop featuring about 270 feet gain per loop.
A farm-based memorial 5K and kids fun run on 11/14/2026 at the Suffolk County Farm and Education Center raising funds for pancreatic cancer research.
Scored NYRR cross country 5K at Van Cortlandt Park on November 15, 2026, with wooded trails, bag check, on-site awards, and runner tracking.
Trail half marathon and 5 mile at Brookhaven State Park on Nov 15, 2026, on single track and fire trails with awards, cash prizes, and finisher medals.
Six hour run and relay at Belmont Lake State Park on November 15, 2026, honoring Fred von der Heydt with individual and 4 and 6 person team options.
A 24 hour community run on November 20-21 2026 where participants run a one mile loop to raise funds for the Regional Food Bank of Northeastern New York.
A community Turkey Trot at Sargent Elementary in Beacon NY with a 5K Run Walk, a one mile kids fun run, a food drive, live DJ and refreshments.
Timed trail event at Baltimore Woods Nature Center featuring repeated 1.7 mile loops with 6 and 12 hour options for runners to accumulate as many laps as possible.
A farm based 5K trail run plus a kids fun run for ages 6 and under in Yorktown Heights supporting Friends of Hilltop Hanover Farm.
Trail half marathon at Minnewaska State Park Preserve around two glacial lakes and along the Shawangunk Ridge; online registration, $30 fee, 300 runner cap.
A Thanksgiving Day prediction run at Ithaca High School offering 1, 3.6, and 5.4 mile courses to raise funds for Loaves & Fishes.
Thanksgiving Day 5K and family fun run at John J Burns Park in Massapequa with a USATF certified 5K course and proceeds benefiting two charities.
A community 5K and free Kiddie Dash at Alley Pond Park with in-person and virtual options and proceeds supporting the Never Stop Running Foundation.
Community Thanksgiving event at Somers High School with a 5K and 1-mile fun run, shirts, medals, age-group awards, and scheduled packet pickup days.
Thanksgiving morning family friendly 5K and 1 mile Fun Run/Walk on the Gorge Trail in Cazenovia with chip timing for the 5K and prize categories.
First annual Mayville Turkey Trot on November 26, 2026 in Mayville NY features a 5K with hills along Chautauqua Lake and benefits the Mayville Library.
5K trail run and virtual 5K at Bethpage State Park on November 28, 2026 with a free kiddie dash and proceeds supporting the Never Stop Running Foundation.
A revived 9 mile cross-country race in Van Cortlandt Park covering three loops of the park’s XC course with awards, commemorative buffs, and a post-race pub gathering.
A 5K trail race at Stillwell Woods Preserve in Woodbury supporting The Center for Developmental Disabilities and held in memory of a community runner.
A trail 5K at Belmont Lake State Park on November 29, 2026 where no traditional awards are given but a cash raffle returns 50% of net proceeds to participants.