Trail Running calendar near Kingston 2025-2026

The Midstate Massive Ultra Trail is a challenging point-to-point endurance race held in New Ipswich, New Hampshire, traversing the Appalachian Midstate Trail through central Massachusetts and crossing into New Hampshire, Rhode Island, and Connecticut. Scheduled for October 11-12, 2025, it offers thr..

The Tackle the Trail - Pomfret, CT will take place in Pomfret on Saturday 18 October 2025. You can run between 10 and 26 miles.

The Ghost Train Trail Races, held in Brookline, New Hampshire, is the state's original 30-hour ultramarathon event along the historic Granite Town Rail Trail. Participants can choose from multiple race distances including 7.5 miles, 15 miles, 30 miles, or a 30-hour ultramarathon and relay options. T..

The Weir River Farm Trail Race, held annually in Hingham, Massachusetts, offers runners three trail distances: 10 miles, 6 miles, and 3.4 miles. The race courses wind through the scenic trails of Weir River Farm, Whitney, and Thayer Woods, with the 10-mile route including additional loops in Wompatu..

The Ravenswood Trail Race will take place in Gloucester on Sunday 19 October 2025. You can run between 4 and 4 miles.

The Grills Trail Run, hosted by the Westerly Track & Athletic Club, takes place at Grills Preserve in Westerly, Rhode Island. Scheduled for October 25, 2025, it features two race distances: a 10-mile and a 10K. Both courses start and finish at Grills Preserve, showcasing scenic trails with about 80%..

Womp Romp is an annual trail running event held at Wompatuck State Park in Hingham, Massachusetts, scheduled for October 25, 2025. The race offers two distances: a 10-mile single loop and a 50K consisting of three loops plus an additional mile. The course features a mix of single track, wide trails,..

The Powisset Farm Trail Run - Fall is a popular trail running event held at Powisset Farm in Dover, Massachusetts. Scheduled for October 26, 2025, it offers four race distances: 8.3, 5.6, 3.1, and 1.5 miles, traversing scenic trails through Powisset Farm and the neighboring Noanet Woodlands. The rac..

The TARC Stone Cat Trail Festival will take place in Ipswich on Saturday 1 November 2025. You can run between 10 and 100 kilometers.

The Tarckey Trot 6 Hour - Winchester, MA will take place in Winchester on Saturday 15 November 2025. You can run between 6 and 6 hours.

The Li'l Rhody Runaround Trail Run is held at Burlingame State Park in Charlestown, Rhode Island. It features two trail running events: an 8-mile and a 4-mile course, both winding around the scenic Watchaug Pond. This race is part of the WTAC Fall Trail Race Series, offering a 10% discount for parti..

The Baystate Dirty Dog Trail Run-Ruck-Walk 5k, held in Berkley, Massachusetts, is a rugged outdoor event honoring military personnel, first responders, and their K-9 companions. Participants can run, ruck with weighted packs, or walk a challenging 5k trail through scenic natural landscapes. The even..

The Novemberfest Race is an annual 4-mile running event held in Nashua, New Hampshire, featuring a scenic course through Mine Falls Park. The race starts near the Pine Street Extension entrance, close to the Millyard Smokestack. Following the race, participants enjoy a festive post-race party and ra..

The TARC Winter Classic is a trail running event held annually at Middlesex Fells Reservation in Stoneham, Massachusetts. It offers challenging distances of 8, 32, and 40 miles on the technical Skyline Trail, featuring roots, rocks, and elevation changes typical of New England terrain. Runners exper..

The Mount Hood Nutcracker Challenge is an annual cross-country running event held in Melrose, Massachusetts, at the Mount Hood Golf Club. This unique 3.5-mile race features a challenging, hilly course that changes every year, incorporating fairways, paved cart paths, road crossings, and occasional w..

The TARCtic Frozen Yeti is a winter trail running event hosted by the Trail Animals Running Club at Hale Reservation in Westwood, Massachusetts. It offers two distance options: a 15-mile race and a challenging 30-hour endurance race. The course features three roughly 5-mile loops marked with colored..

Run Across CT is a challenging ultramarathon spanning 123 miles across Connecticut, starting in East Thompson and finishing at the Wakeman Boys & Girls Club in Southport. The point-to-point course traverses 25 towns, combining approximately 57 miles of well-maintained trails with scenic backroads an..

The Merrimack River Trail Race will take place in Andover on Saturday 11 April 2026. You can run between 10 and 10 miles.

The TARC Spring Classic is a trail running event held annually at Jericho Town Forest in Weston, Massachusetts. Offering 10K, Half Marathon, Marathon, and 50K distances, the course features a relatively flat, smooth 10K loop with twisting trails suitable for all skill levels. Runners complete multip..

The TARC Wapack and Back is a challenging trail running event held annually in Ashburnham, Massachusetts, along the scenic Wapack Trail. Offering three distance options—21.5 miles, 43 miles, and 50 miles—the race features rugged terrain with rocky ledges, boulder fields, granite slabs, and technical..