Cheshire Community YMCA 5K Harvest Trail Run

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...

Chasing Ciara's Light 5K/12K Trail Race 2025, held at Great Hollow Lake in Monroe, CT, offers timed 5K and 12K trail races along a scenic course. Sanctioned by USATF and spectator-friendly, it features multiple spots for cheering. A Kids Fun Run provides additional family-friendly activity.The cours..

CT Donut Run is a 31.5-mile charity group run in Connecticut, presented as a long, donut-filled endurance experience rather than a traditional race. The route centers in West Hartford and visits several donut stops, including locations in Newington, Berlin, Wallingford, and North Haven, finishing in..

Forbidden Forest 30 Hour Ultra Run takes place in Roosevelt Forest, Stratford, Connecticut, October 11-12, 2025. Runners choose a personal challenge on a 2.23-mile loop that weaves through roots, rocky terrain, and a standout hill dubbed "OMG." Competitors can tackle 26.2M, 50K, 50M, 100K, 100 Miles..

Tom Centinaro Memorial "Dam" Race is a 3.5-mile trail run/walk hosted by the Wolcott Lions Club in Wolcott, Connecticut. The race unfolds on the scenic, flat Mill Pond Trail at Woodtick Recreation, 201 Nichols Road. This community event benefits local charities and the Tom Centinaro Lions scholarshi..

The Bimblers Bluff is an off-road foot race of 50K held on October 19, 2025. The race starts at Guilford Lakes School, 40 Maupas Rd, Guilford, CT, and passes through several inter-connected woodland preserves in southern Connecticut. The course is made entirely of rolling forest roads and single tr..