Trail Running Calendar Connecticut 2025-2026

The Mount Archer Trail Race, taking place in Lyme, CT, features two exciting events: the Moore Trail (9.2 miles) and the Sprint (3 miles). This inaugural race invites both experienced trail runners and newcomers to explore the scenic trails of Mount Archer. Participants can enjoy chip-timed races, a..

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 both novice and experienced runners. The course traverses the Nipmuck Trail,..

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 Sleeping Giant Trail Runs is a challenging new race set in one of Connecticut's 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 technical,..

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, aimed at promoting trail running among women. Scheduled for April 26, 2025, the race features three distances: a 5K, a 10K, and a 4-hour option for participants to run or walk as many laps as possible on a 5K lo..

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. This historic race features three distances: 100K, 50 miles, and 50K, all set around the scenic Lake Waramaug. Participants can enjoy we..

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 with an elevation gain of 131 feet per loop. This event is limited to 25 participants, en..

The Blue 2 Blue Challenge is a demanding 50K trail race set in New Haven, Connecticut, known for its challenging terrain and technical trails. Participants will navigate some of the toughest trails in the state, including the Regicides and Quinnipiac Trails, with a total elevation gain of approximat..

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 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 must complete a 3.11-mile loop within one hour, with loops starting every hour until only one runner remains. This unique form..

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. The event emphasizes community and environmental stewards..

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 breathtaking views of farms, fields, and rolling hills. The race features a mix of..

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 Norbrook Farm Brewery Trail Festival is an exciting outdoor event featuring a variety of trail races and mountain biking activities. Set in the picturesque Norbrook Farm Brewery, participants can enjoy a day filled with adventure, including a 4-hour run, 10K and 5K runs, and a run/bike duathlon...

The Ansonia Six Hour Trail Run will take place in Ansonia on Saturday 14 June 2025.

The Nipmuck South Trail Race is a scenic 15.7-mile out-and-back race held in Mansfield, Connecticut, primarily along the beautiful Fenton River. Participants will encounter diverse terrain, including small bridge crossings and a climb to a 50-foot cliff. The race features three water stops and suppo..

The Summer Solstice Trail Run is a scenic early morning event held in Gay City State Park, featuring 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 Mountain, Ultra and Trail series, offering teams a chance to..

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..