Trail Running calendar near Niantic 2026-2027

Timed trail event at Gurski Farm in Brookfield, CT featuring 8 hour and 4 hour continuous loop races plus 5K and 5K canicross. The course uses single track and farm trails and includes finisher medals, awards, food, and beverage options.

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..

Trail races at Tarrywile Park near Danbury offering 10K, half marathon and marathon distances with technical single track, substantial elevation and lake views.

Enjoy scenic trails around Watchaug Pond at the Li'l Rhody Runaround on November 15, 2026, with 8 mile and 4 mile course options. Part of the WTAC Fall Trail Race Series, it welcomes runners of all levels.

A trail half marathon in Roosevelt Forest, Stratford, run as eight laps of a 1.64 mile wooded loop with roots, rocks and rolling hills. The event features a children’s book drive, costume prizes, a finisher medallion and on-course aid.

Join the Soul n Body Thanksgiving Trail Run in Wolcott CT for a spirited 3.5 mile loop around Mill Pond Way, complete with finisher medals, swag and post race yoga. Proceeds benefit endometriosis research and furry friends are welcome.

A 5K trail run through Roosevelt Forest in Stratford, CT on December 19, 2026, with awards for the top three men and women and a custom finisher medallion. A portion of proceeds supports local charities.