Trail Running calendar near Southington 2025-2026

Tackle the rugged NipMuck Trail Marathon in Ashford CT, a 26.4 mile trail test through rocks, roots, mud and wooden bridges. Run solo or as a two person relay and expect a challenging, hilly second half that rewards grit.

Conquer Mohawk Mountain on scenic but rugged trail courses with 5K, 10K, half marathon and marathon options, big climbs and singletrack. Runners earn finisher medals, enjoy aid stations and follow a cupless policy to reduce waste.

Run the Paine to Pain trail half marathon in New Rochelle, a scenic loop through wooded trails across five parks. Enjoy mostly dirt footing, abundant shade, and frequent wildlife sightings in this Trail Mix Series race.

Join the Suffolk County Marathon weekend in Bay Shore NY on Oct 17 and 18, 2026, with races from a kids 1K to the full marathon plus a virtual challenge you can complete anytime. Fun for families and serious runners alike.

Tackle rugged trails at Big Bear SquaTCh South, a half marathon and 10K in Harriman State Park with steep climbs, roots and a short scramble. Small field and proceeds benefit trail maintenance for an intimate, rewarding race.

Enjoy a scenic 5 mile trail run through historic Muscoot Farm in Katonah, with fun kids races and farm market perks. Finishers get Farm Bucks to spend at the market, making this a perfect fall family run and local food celebration.

Fall Back into the Trails is a weekend trail running festival at Red Wing Recreation Area in Lagrangeville NY with 100k, 50k and 10k options. Enjoy full aid, custom finisher medals and awards, and UTMB Index status for the 50k and 100k.

Run or walk the family friendly Never Stop Running Foundation Long Island Turkey Trail Trot, a scenic 5K through Bethpage State Park on November 14, 2026. Enjoy post race refreshments and a festive community atmosphere.

Tackle a scenic 13.1 mile trail half in Roosevelt Forest, eight laps of a 1.64 mile wooded loop with roots, rocks and rolling hills. Costumes are encouraged with prizes, plus a book drive to benefit local kids.