Trail Running Calendar Connecticut 2024-2025

The Tower Tag Challenge is an exciting running event taking place at Sleeping Giant State Park in Hamden, CT. Participants can choose between 8-hour and 4-hour options, racing along the Tower Trail, which features a scenic ascent to the Observation Tower. Each loop covers approximately 3.4 miles, wi..

The Frosty Forest 5K is a unique trail running event taking place in Roosevelt Forest, Stratford, CT. This festive race encourages participants to embrace the holiday spirit by dressing in costumes while enjoying the natural beauty of the trails. Runners, joggers, hikers, and walkers are all welcome..

The West Rock Winter Fat Ass Extravaganza is an exciting running event held in Hamden, CT, featuring 1.6-mile loops around Lake Wintergreen for a duration of eight hours. Participants can enjoy a variety of refreshments, including pizza, soup, and snacks, while an aid station provides essential supp..

The Northern Nipmuck Trail Race is a 16-mile trail running event held in Union, Connecticut, at Bigelow Hollow State Park. Revived in 2022 after a hiatus, the race maintains a low-key atmosphere and a friendly community vibe. Participants navigate a scenic course along the Nipmuck Trail, with minima..

The Sleeping Giant Trail Runs is an exciting and challenging trail running event set in Hamden, Connecticut, featuring two race distances: a 25K and a 50K. The course showcases the diverse terrain of Sleeping Giant State Park, with over 30 miles of trails that include smooth carriage roads and techn..

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 Jack Bristol Lake Waramaug Ultra Races, taking place on April 27, 2025, is a celebrated ultra-running event marking its 51st anniversary, making it the oldest ultra in Connecticut and the first 100K in the U.S. Participants can choose from three distances: 100K, 50 miles, and 50K, all set on a s..

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. 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 IronHike Endurance Series - Spring 2025 takes place at Mohawk Mountain in Cornwall, CT, featuring a unique blend of hiking and trail running. Scheduled from June 5 to June 8, 2025, participants can choose from various events, including individual and team formats for distances ranging from 15 to..

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 Summer Solstice Trail Run is a scenic early morning event held in Gay City State Park, offering participants three race distances: 3 miles, 5 miles, and 8 miles. The 8-mile race is part of the Blue-Blazed Trail Running Series and the USATF-CT Mountain, Ultra and Trail series, providing a competi..

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

The Centurion Ultra Trail Event, part of the Roosevelt Forest Ultras series, is an exciting endurance race taking place in Stratford, Connecticut. Participants can challenge themselves with distances of 100 miles, 100K, 50 miles, or a marathon over a scenic 2.5-mile loop featuring New England's rugg..

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 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 pace..

The IronHike Endurance Series, taking place at Mohawk Mountain in Cornwall, CT, is a unique multi-day event designed for hiking and trail running enthusiasts. Scheduled for October 2-5, 2025, participants can choose from various challenges, including individual and team formats, with distances rangi..

The Forbidden Forest 30 Hour Ultra Run is an exciting endurance event set in Stratford, CT, where participants can run, power-hike, or walk for up to 30 hours. This ultra run offers various distance options, including 26.2 miles, 50K, 50 miles, 100K, and 100 miles, with a focus on achieving the most..