Trail Running Calendar Connecticut 2025-2026

Take on the scenic Mine Hill Half Marathon on May 25 in Roxbury, CT, starting and finishing at Mine Hill Distillery. Enjoy a challenging climb, a fast downhill second half, a finisher medal and post race food and drinks.

Challenge yourself at Mohawk Mountain in early June 2026 with timed endurance events from 12 hour to 84 hour and distances up to 152 miles. Race solo or with Trail Buddy or Trail Family teams, tackle night sections and enjoy base support an..

Run or ride scenic farm trails at Norbrook Farm Brewery in Colebrook CT, with options from a 5K and 10K to a 4 hour trail challenge, duathlon and competitive mountain bike races. Finishers get custom medals and entrants 21 plus receive a fr..

Take on a scenic 15.7 mile trail run on the Nipmuck Trail in Mansfield CT, following the Fenton River through woods, fields and small bridge crossings. Organized by the Shenipsit Striders, proceeds support local trail stewardship.

Join the Stonington Cross Country 5K in Pawcatuck CT on Wednesday August 12 2026 for a free community race that blends one track loop, quiet campus roads and scenic trails. A children's 1/2 mile for ages 10 and under also finishes on the sc..

Tackle a scenic 5K through Oswegatchie Hills Nature Preserve, winding past Clark Pond on root and rock strewn trails; hikers welcome. This fourth annual run benefits preserve maintenance and finishes with local pub awards and camaraderie.

Tackle rugged single track, steep climbs and scenic summit views at Macedonia Brook State Park with 12K, 25K and 50K options. The 25K is part of the Blue Blazed Trail Running Series for a true New England trail challenge.

Hit the newly restored Moosup Valley State Park Trail on Sunday, September 27 for scenic 5K, 10K and a kids fun run on all trail terrain. Post race food and gear, leashed dogs welcome, and proceeds support the Rotary Club of Plainfield.

Iron Hike Fall at Mohawk Mountain in Cornwall CT offers epic multi day ultra trail events from about 61 to over 150 miles, huge elevation gain, and generous 72 to 84 hour time windows. Run, hike, or walk with veteran owned organizers.

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.

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.