Trail Running Calendar Connecticut 2025-2026

The Mine Hill Half Marathon, held in Roxbury, Connecticut, is known as the toughest road half marathon in the state. Starting and finishing at the scenic Mine Hill Distillery, the race offers runners stunning country views of farms, fields, and vistas. The challenging course features a demanding fir..

The IronHike Endurance Series - Spring 2025 takes place at Mohawk Mountain Ski Area in Cornwall, Connecticut. This multi-day event, held over four days in June, offers a unique blend of hiking, trail running, and camping challenges. Participants can compete solo, with a trail buddy, or as a trail fa..

The Flanders Field & Forest 5K is an annual trail run and walk held at the Van Vleck Farm & Nature Sanctuary in Woodbury, Connecticut. Covering 3.1 miles, the course winds through scenic natural trails, offering a picturesque outdoor experience suitable for all ages and fitness levels. The event is..

The Norbrook Farm Brewery Trail Festival, held at Norbrook Farm Brewery in Colebrook, Connecticut, is a vibrant all-day event featuring trail running and mountain biking. Participants can choose from a 4-hour run, 10K, 5K, run/bike duathlon, and various mountain bike races on challenging 5-mile loop..

The Ansonia Six Hour Trail Run is a challenging endurance event held at the Ansonia Nature Center in Ansonia, Connecticut. Participants run counter-clockwise loops of approximately 1.9 miles on moderately technical singletrack trails featuring about 170 feet of elevation gain per loop. The course of..

The Nipmuck South Trail Race is a 15.7-mile out-and-back trail run held at Mansfield Hollow State Park in Mansfield, Connecticut. The scenic course follows the Fenton River and features varied terrain including small bridge crossings, a climb to a 50-foot cliff, fields, and woods. Runners encounter..

The Summer Solstice Trail Run is an early morning trail running event held at Gay City State Park in Hebron, Connecticut. Scheduled for June 21, 2025, it offers three race distances: 3 miles, 5 miles, and 8 miles. The 8-mile race is part of the 2025 Blue-Blazed Trail Running Series and the USATF-CT..

The Centurion Ultra Trail Event, held in Roosevelt Forest, Stratford, Connecticut, is a challenging endurance race featuring a 2.5-mile loop with 193 feet of elevation gain per lap through classic New England terrain. Participants can choose between two race options: running as many miles as possibl..

The Brooksvale 12-Hour is an endurance running event held in Hamden, Connecticut, featuring a challenging 4.25-mile loop with 500 feet of elevation gain. Participants can choose to run distances ranging from a marathon (six loops) to a 50k (eight loops) or aim for 50 miles within the 12-hour time li..

The Rails-to-Trails 5K in East Hampton, Connecticut, is a point-to-point race starting at the Connecticut Draft Horse Rescue and finishing at the Old Home Days grounds. The scenic course begins on Chestnut Hill Road, crosses Route 16, and continues along the shaded Air Line Trail for about two miles..

The 7-11 Slurpee Day Ultra 60k is a unique, self-supported ultramarathon held in Vernon, Connecticut, covering approximately 37.5 miles along mostly road routes. Participants run between seven 7-11 convenience stores across towns including Vernon, Manchester, East Hartford, West Hartford, Newington,..

The Soapstone Assault is a challenging approximately 5-mile trail race held at Soapstone Mountain, featuring a unique course that requires participants to climb the mountain six times. This event is designed for those seeking a rigorous hill workout, as runners navigate steep, rocky, and potentially..

The People's Forest 7-Mile Trail Run is an annual trail running event held in Barkhamsted, Connecticut. This race covers a challenging 7-mile distance through scenic forest trails, offering runners a chance to experience natural beauty and rugged terrain. The event is part of the USATF/CT Mountain U..

The Stonington Cross Country 5K is a running event scheduled for August 13, 2025, in Pawcatuck, Connecticut. This event features a 5K race along with a Children's 1/2 Mile, catering to young participants aged 10 and under. The race begins on the track at Stonington High School, followed by a scenic..

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

The Macedonia Trail Race, held annually in Macedonia Brook State Park in Kent, Connecticut, offers trail runners a unique experience with its lush forest trails, challenging climbs and descents, and stunning viewpoints including Cobble Mountain, where runners can see the Catskill Mountains on clear..

The Storybook Half Marathon is a friendly trail running event held in Roosevelt Forest, Stratford, Connecticut. The course consists of 1.64-mile loops repeated eight times, totaling the half marathon distance of 13.1 miles. Runners, joggers, hikers, and walkers are all welcome, with a four-hour time..

Run for the Hills is an annual 5K trail run and walk held at the Oswegatchie Hills Nature Preserve in Niantic, Connecticut. The event features a scenic course that winds around Clark Pond and through over 450 acres of coastal forest, offering participants a beautiful natural setting. It serves as a..

The Cockaponsett Trails to a Cure is a running event taking place in Chester, Connecticut, featuring two trail races: a 4-mile and a 9-mile course through the scenic Cockaponsett State Forest. The course includes challenging terrain with roots, rocks, and hills, and is designed to accommodate runner..

The Angevine Farm Trail Festival, held annually in Warren, Connecticut, offers a scenic and challenging trail running experience in the beautiful Northwest corner of the state. The event features multiple race options including a half marathon, a new 8-hour endurance race on a 1.25-mile farm loop, a..