Trail Running calendar near Pomfret 2025-2026

The Womp Romp is an annual trail running event held in Wompatuck State Park, Hingham, MA, featuring a 50K and a 10-mile race. The event celebrates the park's natural beauty with a course that includes single track, wide trails, and some pavement, suitable for both beginners and experienced runners...

The Grills Trail Run, organized by the Westerly Track & Athletic Club, is part of the WTAC Fall Race Series and will take place at Grills Preserve in Westerly, Rhode Island. Participants can choose between a 10-mile and a 10K race, both showcasing the scenic trails and natural beauty of the area, in..

The Powisset Farm Trail Run - Fall is a part of the Barn to Run Trail Race Series, taking place at Powisset Farm in Dover, MA. This event features four race distances: 8.3 miles, 5.6 miles, 3.1 miles, and 1.5 miles, catering to both experienced and novice trail runners. Participants can enjoy post-r..

The Hamsterwheel is an annual ultrarunning event held in New Boston, NH, featuring races of 6, 12, 24, and 30 hours, including relay options. Runners traverse a scenic, largely flat 4-mile loop along the New Boston Rail Trail, starting near the Hillsborough County Fairground. The event encourages pa..

The TARC Stone Cat Trail Festival, hosted by the Trail Animals Running Club, takes place at Willowdale State Forest in Ipswich, Massachusetts, offering a variety of race distances including 10K, half marathon, marathon, 50-mile, and 100K, along with a free youth fun run. Established in 2001, this ev..

The TARCkey Trot is a unique 6-hour timed running event set on a scenic 5K loop at Wright Locke Farm in Winchester, MA. Participants can run as many loops as they wish within the time limit, navigating a course filled with natural terrain challenges. The event promotes community engagement, offering..

The Li'l Rhody Runaround Trail Run is a popular running event taking place at Burlingame State Park in Charlestown, Rhode Island. Scheduled for November 16, 2025, the event features two race options: an 8-mile course and a 4-mile course, both set against the scenic backdrop of Watchaug Pond. This ra..

The Baystate Dirty Dog Trail Run-Ruck-Walk 5k is a unique outdoor event held in Berkley, MA, designed to honor military personnel, first responders, and their K-9 companions. Participants can choose to run, ruck with weighted packs, or walk the rugged 5k trail, all while reflecting on the sacrifices..

The Fall Fling 400 is an annual trail running event organized by the CT Trailmixers, featuring a unique 400-minute race where participants can complete as many loops as they wish on a two-mile course. Additionally, a 4-mile option is available, consisting of two laps of the same course. The event pr..

The Novemberfest Race for the Nashua Children's Home will take place in Nashua on Sunday 23 November 2025. You can run 4 miles.

The TARC Winter Classic, organized by the Trail Animals Running Club, takes place at the Middlesex Fells Reservation in Stoneham, Massachusetts. This trail running event offers participants the choice of 8-mile, 32-mile, and 40-mile distances, featuring a challenging course with roots, rocks, and el..

The Tower Tag Challenge is a trail running event held at the iconic Sleeping Giant State Park in Hamden, Connecticut. The race features a simple yet demanding course on the Tower Trail, a mostly smooth carriage road that ascends over 600 feet in 1.5 miles to the park's Observation Tower, offering st..

The Frosty Forest 5K is an exciting trail running event taking place in Roosevelt Forest, Stratford, CT. Participants can run, jog, hike, or walk the 5K course while enjoying the beauty of nature and the festive holiday spirit. Costumes are encouraged, adding to the fun atmosphere.Awards will be giv..

The TARCtic Frozen Yeti is an exciting trail running event organized by the Trail Animals Running Club, taking place at Hale Reservation in Westwood, Massachusetts. Scheduled for February 7-8, 2026, participants can choose between a 30-hour race or a 15-mile distance. The course features three loops..

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,..