Trail Running Calendar New York 2025-2026

Run or walk the Batavia Turkey Trot 5K on Thanksgiving Day and support Crossroads House. Family and stroller friendly with costume prizes, hot drinks and snacks after the race.

Celebrate Thanksgiving at the Gratitude Run held at Rochester Rotary Sunshine Camp with a family friendly 5K, 1 mile, kids dash and virtual options. Run scenic camp trails and support Sunshine Camp programs for children with disabilities.

Join the Cazenovia Turkey Trot on Nov 27, 2025 for a chip timed 5K or 1 mile fun run along the scenic Gorge Trail. Family friendly event benefits Caz Cares and kids 12 and under run free.

Join Somers' 7th Annual Thanksgiving Turkey Trot for a scenic but challenging 5K on the cross country trail and a family friendly 1 Mile fun run. Medals for all and shirts for early registrants add holiday cheer.

Join the Inwood Hill Turkey Trot, a festive Thanksgiving 5k through scenic Inwood Hill Park in northern Manhattan. Enjoy a family friendly run while supporting the Inwood Food Pantry and celebrating community spirit.

Join the Leftover Turkey Trot, a lively trail 5K at Bethpage State Park with in person and virtual options plus a free kiddie dash. Proceeds benefit the Never Stop Running Foundation and support youth and special needs programs.

Take on a crisp late November trail at Stillwell Woods Preserve in Woodbury on November 30, 2025. Rob's Trail Run Edition features a scenic 5K with separate adult and high school youth divisions for runners of all levels.

Run or walk the Never Stop Running Foundation Turkey Trot, a scenic trail 5K at Belmont Lake State Park on November 30, 2025, supporting a great cause. Enjoy post race refreshments and a 50 50 raffle with proceeds benefiting the foundation.

Get festive at the Ugly Sweater 5K in Canajoharie on December 6, 2025, where runners and walkers hit the scenic Erie Canal trail in holiday style. All proceeds support the Community Youth Center and age group prizes add extra fun for racers..

Run a timed 50 miles or 50 kilometers in Prospect Park on a scenic looped course near Lincoln Road. Community aid with Skratch Labs hydration and a potluck style aid station keeps you fueled across the day.

Tough Cookie 8K at Sunken Meadow State Park offers scenic cliffside views of the Long Island Sound, festive cookie stops and a post race cookie fest. All paces welcome and proceeds support local charities.

Tackle rugged trails and steep climbs at the 0 Degree Winter Trail Festival in Pittsford, NY, a fundraiser supporting local trail projects. Choose 5, 10 or 15 mile routes for a cold season trail challenge with grit and scenic views.

Run until only one remains at SRC Presents: A Backyard Ultra in Blydenburgh County Park on December 13 and 14, 2025, looping a rugged 4.167 mile trail. Day and night loops, limited crew access, and proceeds support the Long Island Greenbelt..

Tackle about 9 miles of scenic but often icy and technical trails in Highland Forest, Fabius, then enjoy an all you can eat pancake breakfast at Skyline Lodge. Shortcuts make this a fun, flexible winter outing for runners and families.

Start the season with Frozen Assets, a scenic 10k winter trail loop at Harriet Hollister Spencer State Recreation Area that often runs through snow. Carry your own water and enjoy warm cider at the finish.

Take on a crisp winter trail at Gannett Hill in Naples, NY with 4, 8 or 12 mile options around a scenic 4 mile loop. Warm up afterward in the heated lodge with pancakes, hot drinks and a cozy fireside finish.

Enjoy winter trail runs and a snowshoe race at Chenango Valley State Park during the Binghamton Pond Festival, with festival vibes near the start. Choose 10k, 20k or 50k loops or a free kids run and support local youth programs.

The Gurney Lane 5K Snowshoe Race will take place in Queensbury on Saturday 17 January 2026. You can run 5 kilometers.

Old Man Winter Trail Race at Marjim Manor in Appleton NY on Jan 24, 2026 invites runners to a scenic 3.2 mile loop through orchard and farm trails. Register early for an embroidered hat and enjoy chip timing and on site race gifts.

The The Stone Wall Snowshoe Event will take place in Mannsville on Sunday 25 January 2026. You can run between 5 and 10 kilometers.