Trail Running Calendar Connecticut 2025-2026

The Enchanted Forest Ultra Run is a unique 6-hour trail race set to take place on March 29, 2025, in Stratford, CT. This event features a 2.3-mile loop course with an elevation gain of 191 feet, perfect for both novice and experienced runners. Participants can run, jog, hike, or walk as many laps as..

The Northern Nipmuck Trail Race is a 16-mile trail running event held in Union, Connecticut, organized by the Shenipsit Striders. Revived in 2022 after a hiatus, the race maintains a friendly, low-key atmosphere, attracting runners of all levels. The course traverses the Nipmuck Trail, featuring tec..

The Sleeping Giant Trail Runs is a challenging new race set in one of Connecticut's most iconic parks, known for its diverse trails. Participants can choose between a 25K and a 50K course, both featuring over 3,000 feet of elevation gain. The event showcases a mix of smooth carriage roads and techni..

The Farm & Forest All-Terrain 5K & Kid Fun Run is scheduled for April 6, 2025, at the Stamford Museum & Nature Center in Stamford, CT. This exciting event features a scenic 5K course that begins at the Fedele Family Plaza and winds through Heckscher Farm, allowing participants to encounter various f..

The Traprock 50 is a challenging trail running event held at Penwood State Park in Bloomfield, CT, featuring two race distances: a 50K and a 17K. The course consists of approximately 10.5-11 miles per loop, with the 50K requiring three loops and the 17K one loop. Runners will navigate a mix of techn..

The Lake Mohegan Trail Race is a women's only trail running event held in Fairfield, CT, organized by Steep Endurance. Aimed at promoting trail running among women, the event features three race options: a 5K, a 10K, and a 4-hour challenge where participants can run or walk as many laps as possible ..

The Jack Bristol Lake Waramaug Ultra Races, taking place on April 27, 2025, is a celebrated ultra-running event in Kent, Connecticut, marking its 51st anniversary. Known as the oldest 100K race in the United States, it features three race distances: 100K, 50 miles, and 50K, all set on scenic, primar..

The Forgotten Forest Ultra Run, taking place in Stratford, CT, is a unique 9-hour trail running event set in the scenic Roosevelt Forest. Participants can choose to run, jog, hike, or walk on a well-marked loop trail featuring an elevation gain of approximately 131 feet per loop. This friendly compe..

The Blue 2 Blue Challenge is a demanding 50K trail race set in New Haven, Connecticut, known for its challenging terrain and technical trails. Scheduled for May 4, 2025, this event features a rigorous out-and-back course that includes significant elevation gain and rocky paths, making it suitable fo..

The Ansonia Trails 5K is a running event taking place in Ansonia, CT, designed for participants of the 169 Society. This second annual race features a unique course consisting of two laps around a 1.55-mile loop, making it slightly over or under a traditional 5K distance. Limited to 50 runners, the ..

The Soapstone Mountain Trail Races, taking place on May 18, 2025, in Stafford Springs, CT, feature 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 views...

The Mine Hill Half Marathon, held at the scenic Mine Hill Distillery in Roxbury, Connecticut, is touted as one of the toughest road half marathons in the state. Participants can expect a challenging course that offers stunning views of farms, fields, and picturesque landscapes. The event features a ..

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 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 of moderately technical singletrack trails, featuring about 170 feet of elevation gain per loop. Scheduled for the se..

The Norbrook Farm Brewery Trail Festival is an exciting outdoor event featuring a variety of trails for runners and mountain bikers. Participants can enjoy a full day of activities, including a 4-hour run, 10K and 5K runs, a run/bike duathlon, and various mountain bike races. The festival also offer..

The Nipmuck South Trail Race is a scenic 15.7-mile out-and-back race held at Mansfield Hollow State Park in Mansfield, CT. 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 th..

The Summer Solstice Trail Run is an exciting early morning event held in Gay City State Park, featuring three race distances: 3 miles, 5 miles, and 8 miles. Scheduled for June 21, 2025, the 8-mile race is part of the Blue-Blazed Trail Running Series and the USATF-CT Mountain, Ultra, and Trail series..

The Brooksvale 12-Hour event is a unique running challenge set in Hamden, CT, featuring a 4.25-mile loop with a total elevation gain of 500 feet. Participants can aim for various distances, including 50 miles, a marathon, or a 50k, making it suitable for runners of all levels. The event includes aid..

The Centurion Ultra Trail Event, part of the Roosevelt Forest Ultras series, is set to take place in Stratford, Connecticut, featuring a challenging 100-mile race with a loop course of 2.5 miles. Participants can earn one of three buckles based on their completion time: Red for under 24 hours, White..

The 7-11 Slurpee Day Ultra 60k is a unique running event taking place on July 11, 2025, in Connecticut. Participants will cover a self-supported distance of 37.5 miles, stopping at various 7-11 locations along the route. The event encourages a fun and relaxed atmosphere, with no strict course or pac..