Trail Running Calendar New York 2025-2026

Run the Never Stop Running Foundation Long Island Turkey Trail Trot, a scenic 5K through Bethpage State Park on Nov 15, 2025. Family friendly with a kiddie dash and proceeds benefiting local youth and athlete development.

Located in Brookhaven State Park, Wading River, NY, the Brookhaven Trail Half Marathon and 5 Mile offer two trail-running distances. The course traverses a mix of Suffolk County woodlands, including single-track, fire roads, sandy sections,..

Celebrate Thanksgiving at the Gratitude Run in Rush NY with 5K, 1 mile, kids dash and virtual options for all ages. Enjoy a timed race, shirts and post race food while supporting Sunshine Camp for children with disabilities.

Join the Batavia Turkey Trot 5K on November 27 for a fun, family and stroller friendly run that raises funds for Crossroads House. Costume prizes, hot drinks and post run snacks make this a festive Thanksgiving tradition.

NSRF Leftover Turkey Trot 5K at Bethpage State Park (Polo at the Park) offers a 5K Run/Walk on grassy polo-field and scenic trails, with mostly flat, beginner-friendly terrain and some rolling sections reminiscent of cross-country. The even..

Join the Never Stop Running Foundation 50/50 Turkey Trot, a scenic trail 5K at Belmont Lake State Park on November 30. Half of net proceeds are raffled to participants with winners present and the rest supports the foundation.

Rob's Trail Run Edition is a trail running event held in Woodbury, New York, at Stillwell Woods Preserve. Scheduled for November 30, 2025, the event features two main races: a 5K Adult Trail Run for participants aged 19 and older, and a 5K..

Event overview The PPTC Endurance Fest takes place in Prospect Park, Brooklyn, NY on Sunday, December 7, 2025. The event offers two distance options: 50 Miler 50k Registration closes on Thu, December 4 at 11:59 PM ET. Course and event ser..

0 Degree Winter Trail Festival The event is a trail running festival held on Saturday, Dec 13, 2025, that serves as a fundraiser for planned trail projects. It offers multiple distance options on trail terrain. Distances available: 15 Mile..

SRC Presents: A Backyard Ultra takes place at Blydenburgh County Park in Hauppauge, NY on December 13–14, 2025. The event features two races: A Backyard Ultra, a true ultramarathon where runners must complete a 4.167-mile loop within an hou..

Frozen Assets Endurance Run Frozen Assets Endurance Run takes place on January 3, 2026 at Harriet Hollister Spencer State Recreation Area in Springwater, NY. The event is planned as an approximately 10k loop that starts and finishes in the..

Mrs. McCormick's Ice House : winter trail race Mrs. McCormick's Ice House is a winter trail race taking place at Ontario County Park at Gannett Hill in Naples, NY on January 17, 2026. Race headquarters is at Wilson Lodge. The event has a si..

Event overview Pond Fest (Binghamton Pond Festival) is a series of mechanically refrigerated outdoor pond hockey tournaments and events. The festival uses an annually constructed 220'x110' outdoor ice rink with mechanical refrigeration to m..

Event overview Devil's Shadow Winter Trail Races take place on January 31, 2026, at Mendon Ponds Park in Honeoye Falls, NY. The event is a winter trail running race held in the tradition of Cast a Shadow, but without a snowshoe option. New..

Run a scenic winter out and back from Cape Vincent Rec Park to Tibbetts Point Lighthouse with 10k, half marathon or a limited field full marathon. Enjoy hot showers, fire, music, medals and t shirts plus the DENFIT SPEAR for full finishers.

Event overview The Ospreys Dominion Wine Run 5k is scheduled for Saturday, March 21, 2026 in Peconic, NY at Osprey's Dominion Vineyards (44075 Main Rd, Peconic, NY 11958). The event is a 5k run/walk open to ages 1 through 99. The event is c..

Big Bear Squatch North at Harriman State Park offers a rugged half marathon or 10K over technical trails with steep climbs and scrambling on April 4, 2026. Proceeds support the New York New Jersey Trail Conference and trail care.

John Jay Community Trail Race is a community running event in Cross River, New York, on the John Jay Community Cross Country Trail. The event features a 5k Trail Race, a 4k Jay Walk, and a Kids Jay Dash, a 200-meter race. The 5k winds throu..

ROCovery #OMAAT 24-Hour Run/Walk Challenge The event takes place April 18–19, 2026 at Fellows Road Park in Fairport, NY (499 Fellows Rd, Fairport, NY 14450). It is a 24-hour run/walk challenge that uses a looped course. The course is a one-..

Shore2Shore : Apr 18, 2026 Shore2Shore in East Islip, NY is a point-to-point trail race offering the following distances: 50K 25K The race uses the Suffolk County Long Island Greenbelt Trail. The 50K course runs from Sunken Meadow on the..