Trail Running calendar near Union 2025-2026

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 Bimblers Bluff 50K is an off-road ultramarathon held in southern Connecticut, starting at Guilford Lakes School. The course traverses several interconnected woodland preserves, featuring rolling forest roads and single-track trails that can be extremely rocky. Unlike many ultras, the route does..

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 Book It for Books 10k is a charitable running event held at Lake Accotink Park in Springfield, Virginia. The race features a 10k course that combines mostly trail running with some paved sections, including out-and-back routes on both the north and south sides of the lake. It benefits Reading is..

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 Hamsterwheel in New Boston, NH, is a unique ultrarunning event featuring 6, 12, 24, and 30-hour races, including relay options. The course is a scenic, largely flat 4-mile loop starting near the Hillsborough County Fairground, running along the New Boston Rail Trail by the Piscataquog River to L..

8 Hours at the Farm is a trail running event held at Gurski Farm/Williams Park in Brookfield, Connecticut. The race features a rolling country course with an approximately 4-mile loop combining single track and farm trails, offering a scenic and community-focused atmosphere. Participants can choose..

The Race for DFL is a unique "last runner standing" backyard ultra event held at Kenty’s Farm in Winchendon, Massachusetts. Participants run a 4.1666-mile loop every hour on the hour, continuing until only one runner remains. The course features a mix of terrain including grassy fields, trails, crus..

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 Tarrywile Half Marathon, held in Danbury, Connecticut's Tarrywile Park, is known as one of the toughest trail half marathons. The challenging course features nearly 3,000 feet of elevation gain and technical Northeast single-track terrain. Runners enjoy stunning views of Danbury and the park's t..

The Fall Fling 400 is an annual trail running event hosted by the CT Trailmixers at YMCA Camp Sloper in Southington, Connecticut. It features two main races: a 400-minute timed event where participants run as many loops as possible on a roughly two-mile trail course, and a 4-mile race consisting of..

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 Roxbury Thanksgiving Day Charity Race is a 5K event held annually in Roxbury, Connecticut. Scheduled for Thanksgiving Day, November 27, 2025, the race takes place at the Everett B. Hurlburt Community Park located at 18 Apple Lane.Participants run a 3.1-mile course, offering a community-focused a..

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 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..