Trail Running calendar near Colebrook 2026-2027

A 26.4 mile trail marathon in Ashford Connecticut with a two person relay option. The route follows a 13 mile segment of the Nipmuck Trail and relies on blue blazes for navigation.

A multi distance trail event in Rocky Point, NY from October 9 to October 12, 2026, run on a 10.48 mile loop with two aid stations. Distances range from 10 mile to 150 mile and runners must complete the distance they start.

Trail races at Mohawk Mountain use ski-area trails and nearby forest with 5K, 10K, half and full marathon options, steep climbs and wooded viewpoints, finisher medals, awards, and post-race refreshments.

Tackle the Trail on October 17, 2026 is a point to point trail race along the Air Line Trail State Park between Willimantic and Putnam. Distances include marathon, relay marathon, half marathon and 10K with four staffed relay stations.

This 3.5-mile trail run/walk on the flat Mill Pond Trail happens in Wolcott, CT. The Wolcott Lions Club hosts the event, which includes a race t-shirt and clam chowder. Registration opens online with a lower early-bird rate.

A fall trail half marathon and 10K through Harriman State Park on October 18, 2026, featuring technical singletrack, steep climbs, and marked aid stations. The event supports the New York and New Jersey Trail Conference and is capped at 175..

The Grills Trail Run will take place in Westerly on Saturday 24 October 2026. You can run between 10 and 10 miles.

A 5 mile trail race at Muscoot Farm in Katonah, NY on October 25, 2026, with two kids races for specified age groups. Participants receive Farm Bucks for the farmers market; shirts are optional and ordered in advance.

A weekend trail event at Red Wing Recreation Area in Lagrangeville, NY offering 10K, 50K and 100K loop races with continuous aid, finisher medals, and UTMB Index designation for the 50K and 100K.

Timed trail event at Gurski Farm in Brookfield CT featuring continuous 4 mile loops for 8 hour and 4 hour runners plus new 5K and 5K Canicross options. Post race food and beverages are provided.

Trail marathon and half marathon in Rockefeller State Preserve with start and finish at Rockwood Hall. Courses use wide, groomed carriage roads and offer run and walk options with charity bib entries.

A trail 10k at Ward Pound Ridge Reservation paired with a November virtual 100k challenge that rewards finishers with a custom engraved woodallion; the race uses rocky ridgeline trails and includes an on-course water stop near the fire towe..

A technical trail event at Tarrywile Park in Danbury offering 10K, half marathon and marathon distances with significant elevation gain; finisher medals, podium awards, and post-race food are provided.

A trail half marathon in Roosevelt Forest on November 21, 2026, run as eight 1.64 mile loops over singletrack and doubletrack with roots, rocks, and rolling hills. Costumes are encouraged and a book drive supports Books4Everyone.

A Thanksgiving morning trail run supporting endometriosis research. Choose a run or walk on the 3.5-mile Mill Pond Trail, followed by complimentary yoga. All participants get a finisher medal and swag bag.

Rob's Trail Run Edition stages 5K trail runs for adults and for high school or youth runners at Stillwell Woods Preserve in Woodbury, NY. The event supports The Center for Developmental Disabilities and is produced by RaceAwesome.

A timed out and back event on the Tower Trail at Sleeping Giant State Park where runners repeat roughly 3.3 mile laps to the Observation Tower in four hour or eight hour formats. Aid is at the start and finish and the race follows a cupless..

A 5K trail race at Roosevelt Forest in Stratford, CT on December 19, 2026, run over two 1.55 mile loops. Holiday costumes are welcome, awards are given to top finishers, and all finishers receive a custom medallion; proceeds support local c..