New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 130 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 scored cross country 5K at Van Cortlandt Park on November 15, 2026, open to ages 8 and up, run on wooded trails with on-site awards and race-day amenities.
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 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 running on a 1.7 mile loop at Baltimore Woods Nature Center with 6- and 12-hour options, on-course aid, indoor facilities, and pacer rules for the 12 hour event.
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.
A community 5K run/walk and 1/2 mile fun run at John J Burns Park on November 26, 2026 supporting local charities with awards and refreshments.
A community 5K run and virtual option at Alley Pond Park on November 26, with a free kiddie dash, on-course refreshments, 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.
A family friendly Thanksgiving morning 5K and 1 mile Fun Run on the Gorge Trail in Cazenovia with chip timing, prizes, refreshments, and a food collection.
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.
December 2026
Ugly Sweater 5K in Canajoharie is an annual December community run on the Erie Canal bike trail with age-group prizes and proceeds supporting the Community Youth Center.
A trail only 8K at Sunken Meadow State Park in Kings Park, NY on December 6, 2026, with a post-race raffle and holiday cookie fest; proceeds support local charities.
A winter trail festival at Powder Mills Park offering 5, 10, and 15 mile options on a looped single-track course, green-race refill-only hydration, limited registration, and a custom hot cocoa mug for early registrants.