Trail Running Calendar Connecticut 2024-2025

We have found 25 Trailruns in Connecticut. Check below where and when you can find the races.

The Soapstone Assault is a challenging 5.5-mile trail run located at Soapstone Mountain in Somers, CT. The race features 6 ascents of the mountain, including the infamous Killer Hill. With 1500' of climbing, runners will navigate steep, rocky, and treacherous terrain. Parking is limited, and carpool..

August 2024

The 25th Annual 7-Mile Trail Run will take place at Matheis Grove Pavilion in Barkhamsted, CT. The race follows a scenic trail route, starting on the Blue trail, joining the Yellow trail, then transitioning to the Orange trail before finishing back on the Blue trail. Registration is required in adva..

The Avon Lions Club is hosting its 8th annual trail run event in support of the Raymond Zacchera Memorial Scholarship. The event offers a 5K run for adults and another for participants aged 18 and under. The race takes place at 775 Old Farms Road in Avon, CT, and features a flat, scenic course aroun..

September 2024

The Cross-Connecticut Run for Mental Health Awareness is a 56-mile group running challenge along the Farmington Canal Heritage Trail in Connecticut. It is a fundraiser for Mental Health Connecticut and will take place on Saturday, September 7, 2024, starting at 4:00 am. The course is flat and scenic..

The Macedonia Trail Race, organized by Steep Endurance, offers trail runners a unique experience in Macedonia Brook State Park in Kent, CT. Participants can choose from 12K, 25K, or 50K distances, with challenging climbs, descents, and stunning viewpoints along the course. The race is part of the Bl..

The 3rd Annual Run for the Hills 5K event will take place on September 14, 2024, at the Oswegatchie Hills Nature Preserve in Niantic, CT. Participants will enjoy a scenic run by Clark Pond and through the beautiful preserve surroundings. Proceeds from the race will support the maintenance of this sp..

The Angevine Farm Trail Festival, sponsored by Steep Endurance, offers a variety of trail races including a 50K, half marathon, 5K, and 5K Canicross in Warren, CT. The event features a mix of grassy fields, land trust trails, state forest trails, and single track, providing a challenging yet scenic ..

Participants can choose between a 4 or 9-mile trail race in the Cockaponsett State Forest in Chester, CT. The course includes roots, rocks, muddy sections, and hills, with water stations at miles 2, 4, 6, and 7. The event is part of the Blue Blazed Trail Race series, and all proceeds benefit PanCAN ..

October 2024

Participants can take on the IronHike Endurance Series at Mohawk Mountain, a challenging event that combines hiking, trail running, and camping over four days. The event offers various distances and durations, from a 15-mile, 12-hour challenge to a 152-mile, 84-hour extreme trek. Participants can ch..

The NipMuck Trail Marathon offers a challenging 26.4-mile race on Connecticut's Nipmuck Trail, featuring rocks, roots, mud, and wood bridges. For those not ready for the full marathon, there is a relay option where teams of two can split the course. The race starts at the corner of Lipps Rd and Perr..

The 11th Annual Trail Race Series offers a 5K, 10K, and Half Marathon race through picturesque Barbour Woods in Norfolk, CT. The 5K course includes a mix of single and double track trails with scenic views, while the 10K route adds a challenging loop over Haystack Mountain. The Half Marathon is a gr..

The Mohawk Mountain Race, sponsored by Steep Endurance at Mohawk Mountain Ski Resort, offers a challenging trail run experience on the ski mountain transformed into a race course. Participants can choose from a Marathon, Half Marathon, 10K, or 5K race, with stunning views of Fall foliage along the w..

The Tackle the Trail - Pomfret, CT will take place in Pomfret on Saturday 19 October 2024. You can run between 10 and 42 kilometers.

November 2024

The "8 Hours at the Farm" trail run presented by Steep Endurance takes place at Gurski Farm/Williams Park in Brookfield, CT. Participants can choose between an 8-hour, 4-hour, or 4-mile option on a rolling country course with single track and farm trails. The event offers a community environment, fi..

The The Goodwin Trail Challenge will take place in East Lyme on Sunday 10 November 2024. You can run between 9 and 13 miles.

The Tarrywile Half Marathon is described as one of the toughest trail half marathons, featuring close to 3K elevation and technical Northeast single track terrain. The course offers stunning views of Danbury and tranquil lakes in the park. Participants can choose from 10K, Half Marathon, and Maratho..

The Storybook Half Marathon will take place on Saturday, November 23, 2024, at 10:00 AM in Roosevelt Forest, Stratford, CT. This will be the final running of the event, limited to 25 participants and 25 waitlist spots. Participants will traverse a trail course with single and double tracks, totaling..

The Brooksvale Trails Turkey Trot is a trail run event taking place on Sunday, November 24th, 2024, in Hamden, CT. Participants can choose between a 10k and a 5k trail run, with generous cutoff times allowing for a more relaxed pace. The event serves as a food drive for the Hamden Food Bank, encoura..

The Roxbury Thanksgiving Charity Race is a 5K trail run taking place on Thursday, November 23, 2022, at 9 a.m. The race will cover a 3.1-mile course at the Everett B. Hurlburt Community Park in Roxbury, CT. Registration closes on Tuesday, November 26, 2022, at 11:59 PM ET.

December 2024

The Tower Tag Challenge will take place in Hamden on Saturday 7 December 2024. You can run between 4 and 8 hours.