Trail Running Calendar Connecticut 2025-2026

The Lake Mohegan Trail Race is a women’s-only trail running event held in Fairfield, Connecticut, organized by Steep Endurance. Scheduled for April 26, 2025, it features three race options: 5K, 10K, and a 4-hour run/walk challenge on a scenic, well-maintained trail loop. The event aims to promote tr..

The Jack Bristol Lake Waramaug Ultra Races, taking place on April 27, 2025, is a celebrated ultra-running event in Connecticut, marking its 51st anniversary. This historic race features three distances: 100K, 50 miles, and 50K, all set around the scenic Lake Waramaug. Participants can expect well-st..

The Forgotten Forest Ultra Run in Stratford, CT, is a 9-hour trail endurance event held in Roosevelt Forest. Participants can run, hike, or walk on a well-marked 2.2-mile loop with approximately 131 feet of elevation gain. The race is designed for runners of all levels, whether aiming for a personal..

The Blue 2 Blue Challenge is a demanding 50K trail race set in New Haven, Connecticut, known for its challenging terrain and technical trails. This event, which runs along the Regicides and Quinnipiac Trails, features over 6,350 feet of elevation gain, making it one of the toughest races in the stat..

The "Run Like A Mother" 5K Trail Run, organized by the Franklin Elementary School PTO, is a family-friendly event taking place at Giddings Park in North Franklin, CT. This Mother's Day-themed race celebrates the incredible role of mothers and is open to participants of all ages, including a special..

The Spring Fling 600 is an annual trail running event organized by the CT Trailmixers, taking place at YMCA Camp Sloper in Southington, CT. This year marks the eighth edition, featuring two race options: a 600-minute challenge where participants can run as many loops as they wish on a roughly three-..

The Run Ragged Last Person Standing event, hosted by the CT Trailmixers, is an exciting endurance race set in the rugged terrain of Ragged Mountain, Berlin, CT. Participants will tackle a challenging 3.11-mile loop, with one hour to complete each lap. The race continues until only one runner remains..

The 16th Annual Farmington River Run 5K Trail Race is scheduled for May 18, 2025, at Winding Trails in Farmington, Connecticut. This scenic race takes place on a designated 5K trail within a 300-acre area surrounding Walton Pond. Participants can compete for awards in various categories, including o..

The Soapstone Mountain Trail Races, taking place on May 18, 2025, in Stafford Springs, CT, features two scenic races: a 25K and a 6K "Sampler." Both courses wind through the picturesque Soapstone Mountain area and Shenipsit Forest State Park, offering a mix of challenging terrain and beautiful lands..

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 challenging 13.1-mile course features a mix of paved and dirt roads with significant elevation changes, including a stee..

The IronHike Endurance Series - Spring 2025 takes place at Mohawk Mountain in Cornwall, CT, from June 5 to June 8, 2025. This unique event combines hiking and trail running, offering participants various challenges, including individual and team formats. Events range from 12 to 84 hours, with distan..

The Flanders Field & Forest 5K is an annual trail run and walk held at Flanders’ Van Vleck Farm & Nature Sanctuary in Woodbury. Covering 3.1 miles of scenic trails, the event welcomes participants of all ages and fitness levels. It is officially timed and features divisions for different age groups,..

The Ansonia Six Hour Trail Run is an exciting endurance event taking place at the Ansonia Nature Center in Ansonia, Connecticut. Participants will tackle approximately 1.9-mile loops on moderately technical singletrack trails, featuring about 170 feet of elevation gain per loop. Scheduled for the se..

The Norbrook Farm Brewery Trail Festival is a day-long outdoor event featuring various trail running and mountain biking races at Norbrook Farm Brewery in Colebrook, Connecticut. Participants can choose from events such as a 4-hour run, 10K, 5K, and a run/bike duathlon, along with challenging mounta..

The Nipmuck South Trail Race is a scenic 15.7-mile out-and-back race held at Mansfield Hollow State Park in Connecticut. Participants will enjoy a beautiful course that follows the Fenton River, featuring varied terrain, small bridge crossings, and a climb to a 50-foot cliff. The event includes thre..

The Summer Solstice Trail Run is an early morning summer event held in Gay City State Park, featuring three race distances: 3 miles, 5 miles, and 8 miles. The race is part of the Blue-Blazed Trail Running Series and the USATF-CT Mountain, Ultra, and Trail Series, offering a competitive team element..

The Brooksvale 12-Hour event is a unique running challenge taking place in Hamden, CT, where participants can test their endurance over a 12-hour period on a scenic 4.25-mile loop with a total elevation gain of 500 feet. Runners can aim for various distances, including 50 miles, marathons, or 50k, m..

The Centurion Ultra Trail Event is an endurance race held in Roosevelt Forest, Stratford, Connecticut, featuring two main race options: a 33-hour challenge to run as many miles as possible or to complete 100 miles within 33 hours. The course is a 2.5-mile loop through classic New England terrain, in..

The Rails-to-Trails 5K in East Hampton is a point-to-point race starting at the Connecticut Draft Horse Rescue. Participants will be transported to the starting line via shuttle buses from Center School. The course features a scenic route along the Air Line Trail, concluding at the Old Home Days gro..

The 7-11 Slurpee Day Ultra 60k is a unique running event taking place in Vernon, CT, on July 11, 2025. Participants will cover a distance of 37.5 miles, primarily on roads, while making stops at various 7-11 locations along the route. This self-supported run encourages camaraderie and fun, with a so..