Trail Running Calendar New York 2026-2027

Tackle snowy trails in Ontario County Park at Mrs. McCormick's Ice House, a winter trail race offering 4, 8 or 12 mile options on a scenic loop. Finish with pancakes, hot drinks and a cozy lodge atmosphere to warm up and celebrate.

Join Pond Fest Winter Trail Runs and Snowshoe Race at Chenango Valley State Park for scenic 10k loops you can repeat to suit any distance, including a kids run. Enjoy festival vibes with food trucks, ice events, and community spirit.

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

Join Cock a Doodle Shoe on January 18, 2026 at New Land Trust in Saranac NY for a snowy day of fun and fundraising on snowshoes. Tackle a 5K or 10K or bring kids to the free 1/2 mile scramble.

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.

Join a scenic 6K snowshoe at Natural Stone Bridge and Caves on Jan 24, 2026, with rugged forest trails, caves and mountain views. Part of the DION WMAC series with timing, prizes and limited loaner snowshoes plus a warming bonfire.

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.

Experience a winter trail challenge on January 31, 2026 at Mendon Ponds Park, with a scenic loop around Devil's Bathtub and warm aid station comforts at Hopkins Point Lodge. Choose from 50k, 25k or 5 mile options as part of the Common Groun..

Beast of Burden Winter is a chilly ultramarathon in Lockport, NY with 25, 50 and 100 mile options on February 7, 2026. Run the scenic Erie Canal towpath where snow is possible and enjoy warming shelters and hot aid station fare.

Fire and Ice Winter Run, Feb 21 2026 at Gilbert Lake State Park, offers 50k, 25k and 10k on scenic looped trails and is snowshoe friendly. Warm aid, a finisher mug, special awards and proceeds benefit The Neighborhood Center.

Shake off winter with the Cabin Fever Trail Races at Webster Park, offering 5 and 10 mile trail loops through scenic, rolling terrain. Expect variable winter trail conditions, warm post race food, and a friendly community vibe.

Run a flat, fast course from Cape Vincent Recreation Park to Tibbetts Point Lighthouse on Feb 28, 2026, with 10k, half and full marathon options. Enjoy post race warmth, music and medals, with a new DENFIT SPEAR for full marathon finishers.

Join the Frigus Snowshoe Festival at Moreau Lake State Park for fun snowshoe races from a kids mile to a 60K on scenic winter trails. Snowshoes are required and all finishers get medals while top racers earn awards.

Join the Never Stop Running Foundation 4 Leaf Clover 5K at Bethpage State Park, a scenic trail run starting on a grassy polo field. Family friendly with a kiddie fun run, virtual 5K and post race refreshments supporting the foundation.

The Ospreys Dominion Wine Run 5K will take place in North Fork on Saturday 21 March 2026. You can run 5 kilometers.

Tackle a rugged, technical 10k through Van Cortlandt Park in the Bronx on March 29, 2026, and grab a commemorative souvenir. A portion of entry fees supports the Van Cortlandt Park Alliance for trail upkeep and youth programs.

Run rugged, technical trails at Bear Mountain with 10K or half marathon options and stunning Hudson Valley and NYC skyline views. Proceeds support the New York New Jersey Trail Conference; race day is Apr 4.

Run or walk a chip timed 5K through scenic vineyards and orchards at Three Brothers Wineries and Estates. Enjoy a cider donut, shirt and a finisher medal that doubles as a bottle opener, with family friendly and virtual options.

Run the Bunny Trail 5K at Bethpage State Park for a scenic start on the polo field and winding soft trails with a cross country feel. Family friendly with free kiddie run and virtual option, benefiting the Never Stop Running Foundation.

Run a scenic 5K through trails and vineyards at Spring Lake Winery in Lockport on April 4, 2026. Enjoy finish line snacks, a keepsake wine glass, and post race food and drinks with live music and festivities.