Trail Running Calendar New York 2025-2026

Join the 0 Degree Winter Trail Festival in Pittsford NY on Dec 13 for a chilly day of trail racing to raise funds for local trail projects. Choose 15, 10 or 5 mile courses that tackle the notorious Hell on Roots climb and Ski Hill Climb.

Test your limits at SRC Presents: A Backyard Ultra in Blydenburgh County Park. Run 4.167 mile loops each hour until only one runner remains, or try The 1 Lapper for a single loop. Proceeds support the Long Island Greenbelt Trail Conference.

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.

Brave snowy single track and winding trails at Harriet Hollister Spencer State Recreation Area in a scenic winter 10k loop. Bring traction friendly shoes and water, then warm up and unwind with fellow runners at a nearby brewery after the r..

Run winter trails at Ontario County Park on a roughly 4 mile loop with 4, 8 or 12 mile options and likely snow, so bring traction footwear. Warm up at heated Wilson Lodge with pancakes, hot drinks and post race snacks.

Join Pond Fest Winter Trail Runs and Snowshoe at Chenango Valley State Park during the Pond Festival for scenic looped trails from 10k to 50k and a kids race. Crowds and aid at the start and finish make for a lively, supportive day.

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

Shake off winter with the Old Man Winter Trail Race at Marjim Manor, a scenic 3.2 miles through winery grounds and apple orchards on January 24, 2026. Register by Jan 16 for a special embroidered hat, chip timing, finish photos, and awards.

The Stone Wall is a snowshoe race in Winona on January 25 offering 5K family friendly and 10K challenging forest courses. Expect wooded trails, stone walls, creeks and steep terrain, plus post race refreshments and limited loaner snowshoes.

Embrace winter trails at Mendon Ponds Park on January 31, 2026 at Devil's Shadow Winter Trail Races, with 5 mile, new 25k, and 50k looped courses around the Devil's Bathtub. Cozy lodge aid station and friendly series vibes for all paces.

Try the Fire and Ice Winter Run at Gilbert Lake State Park for scenic snowy loops on forest, gravel and road with options for 10K, 25K or 50K and snowshoes welcome. Warm aid, coffee and fireplaces at the Briggs cabin and proceeds support a..

Run along Lake Ontario to Tibbetts Point Lighthouse at the DENFIT Winter Soldier on Feb 28, 2026. Choose 10k, half, or a capped 100 person full marathon and enjoy fireside camaraderie, warm showers, medals and a new SPEAR finisher award.

Run the Never Stop Running Foundation 4 Leaf Clover 5K at Bethpage State Park on March 8 2026 for a scenic trail 5K across grassy polo fields and winding soft trails. Family friendly with a kids run, virtual race and refreshments.

Enjoy a scenic 5K around Osprey's Dominion Vineyards in Peconic, NY on a two lap cross country style course for runners and walkers. Finishers get a shirt, bottle stopper medal, shatterproof wine glass and a wine pour.

Tackle technical, rugged trails and steep climbs at Big Bear Squatch North in Bear Mountain NY on April 4, 2026. Choose a challenging 10K or a grueling half marathon, with proceeds supporting the New York New Jersey Trail Conference.

Enjoy a chip timed 5K through vineyard and orchard trails at Three Brothers Wineries in Geneva, NY. Celebrate at the finish with cider, a homemade donut and a medal in a fun family friendly race.

Join the Bunny Trail 5K at Bethpage State Park for a family friendly run starting on a grassy polo field and winding onto scenic soft trails. In person and virtual entries plus a free kiddie run support the Never Stop Running Foundation.

Join Run for the Rescue on April 11, 2026 for a scenic 5K through Blydenburgh County Park with on site and virtual options. Tackle varied trails, enjoy post race refreshments, and support Last Chance Animal Rescue.

Join the John Jay Community Trail Race in Cross River NY on Sunday April 12, 2026 for a family friendly outing with a 5k, 4k Jay Walk and a 200 meter Kids Dash. Race on scenic wooded, hilly school trails and finish at the track.

English's Ridge Rumble returns April 18, 2026 at Green Lakes State Park. Choose 50 km, 20 Miler, or 10 Miler on a scenic, technical loop with roots, rocks and roughly 1,300 feet of climb. USATF sanctioned.