Trail Running calendar near Windsor 2025-2026

The Groton Town Forest Trail Races, organized by the Squannacook River Runners and Groton Trails Committee, feature two scenic courses of 9.5 miles and 3.4 miles through the picturesque Groton Town Forest. The trails are well-marked and consist of narrow dirt roads and winding paths, presenting a mi..

The Midstate Massive Ultra Trail is an endurance running event taking place in New Ipswich, NH, featuring three challenging race options: 100 miles, 50 miles, and 30 miles. Set against the stunning backdrop of New England's autumn, participants will navigate the historic Midstate Trail, which crosse..

The Mohawk Mountain Race, organized by Steep Endurance in collaboration with Mohawk Mountain Ski Area, offers a thrilling trail running experience set against the backdrop of stunning fall foliage. Participants can choose from various distances, including 5K, 10K, Half Marathon, and Marathon, with p..

The Mt. Tom Trail Race, organized by Beast Coast Trail Running, offers participants a chance to explore the scenic beauty of Mt. Tom during peak foliage.The event features challenging courses, including a solo 25k, a 2-person relay, and a solo 10k, all set within the rugged terrain of Mt. Tom State ..

The Ghost Train Trail Races, taking place in October 2025, is New Hampshire's original 30-hour ultramarathon, featuring various race options including a 30-hour ultramarathon, a 30-hour relay, a haunted night 30-mile race, and 15-mile races. The event is held along the historic Granite Town Rail Tra..

The Hamsterwheel is an exciting ultrarunning event taking place in New Boston, NH, featuring races of 6, 12, 24, and 30 hours. Celebrating its 11th year, participants will run a scenic 4-mile loop along the New Boston Rail Trail, with opportunities for both individual and team entries. Runners can e..

The "8 Hours at the Farm" is a trail running event organized by Steep Endurance, taking place at Gurski Farm/Williams Park in Brookfield, CT. This race features a scenic, approximately 4-mile loop that includes single track and rolling farm trails, fostering a vibrant community atmosphere among part..

The Saratoga Stryders Fall Back 5 Mile Trail Race is an exciting running event held at Saratoga Spa State Park. Participants can enjoy a scenic course featuring hills, ridges, and a mix of trails, showcasing the park's natural beauty. The race encourages runners to embrace the autumn season, with re..

The Tower Tag Challenge is a trail running event held at Sleeping Giant State Park in Connecticut, known for its stunning views and diverse trails. Participants can choose between 4-hour and 8-hour options, racing up and down the Tower Trail, which ascends over 600 feet to the Observation Tower. Eac..