Fall Fling

The Tappen Brook 5K is a trail running event held in Bridgewater, Connecticut, hosted by the Bridgewater Land Trust and the Bridgewater Recreation Commission. Now in its second year, the race takes place on the newly developed trails of Bridgewater Town Park, offering a scenic 5K course through fore..

The Cross-Connecticut Run for Mental Health Awareness is a unique 56-mile group running event held annually in Connecticut, following the scenic and flat Farmington Canal Heritage Trail from West Suffield to New Haven. This non-competitive challenge supports Mental Health Connecticut through fundrai..

The Angevine Farm Trail Festival is a scenic trail running event held in Warren, Connecticut, in the picturesque Northwest corner of the state. The festival features multiple race options including an 8-hour endurance run, a half marathon, and 5K races with a Canicross option for runners with dogs...

The Cockaponsett Trails to a Cure will take place in Chester on Sunday 21 September 2025. You can run between 4 and 9 miles.

The Tunxis Trail Ultramarathon, held in Burlington, Connecticut, features challenging and technical trail races on the Tunxis Trail system, part of the Blue Blazed hiking trails. The event offers shorter distances this year, including an 8K (5 miles) and a 5K (3.1 miles), with staggered start times...

The IronHike Endurance Series will take place in Cornwall from Thursday 2 October 2025 to Sunday 5 October 2025. You can run between 15 and 152 miles.