Trail Running calendar near Smithtown 2025-2026

Join multi day trail challenges at Mohawk Mountain, Cornwall CT, October 1 to 4, 2026, with ultra, relay and backyard ultra formats. Run, hike or walk timed options from 61 to 152 miles organized by a veteran owned team.

Take on a 24 hour trail challenge at Mohawk Mountain with a 28 plus mile course and huge elevation gain that rewards grit and strategy. Run, hike, or walk solo or as a relay with veteran owned IronHike Endurance Productions.

Run the Mohawk Mountain Race at Mohawk Ski Area in Connecticut on Oct 12 with distances from 5K to marathon and rolling trails through Mohawk State Forest. Expect big climbs, rugged singletrack, aid stations and a finisher medal.

Tackle technical Harriman State Park trails at Big Bear SquaTCh South in Tuxedo NY on October 18, 2026, with a scenic single loop offered as a half marathon or 10K. Expect steep climbs, rocky roots, clear course markings, aid stations, and..

Run 13.1 miles on forest trails at the Storybook Half Marathon in Roosevelt Forest, Stratford CT, completing eight scenic loops of single and doubletrack. Wear a costume, enjoy post race perks, and donate children's books to Books4Everyone.