Trail Running calendar near Rye 2025-2026

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 Thorne Head Trail Run, hosted by the Kennebec Estuary Land Trust in Bath, Maine, is a community-focused 4k (2.5 miles) trail race set in the scenic Thorne Head Preserve. The course features a mix of fun single-track and wide trails with riverfront views of the Kennebec River and Whiskeag Creek,..

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..

Big Brad Ultras is an ultramarathon event held in Pownal, Maine, featuring three race distances: a 25K, 50K, and a challenging 50-mile race. The course consists of a rugged 16.5-mile loop through Bradbury Mountain State Park, including trails over Tryon Mountain and around Snowman's loop, with rocky..

The Blackout 5k/10k is an exciting mountain race held at Cranmore Resort in North Conway, New Hampshire. This nighttime event features 5K and 10K distances, with courses running along a mix of access roads and ski trails. The route is uniquely marked with reflective flagging and LED lanterns, creati..

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..

The TARC Stone Cat Trail Festival is a renowned trail running event held annually in Ipswich, Massachusetts, within Willowdale State Forest. Offering a variety of distances including 10K, half marathon, marathon, 50-mile, and 100K races, plus a free youth fun run, the festival features a challenging..

The Holistic Hustle is an annual running event held at the scenic Emmons Preserve in Kennebunkport, Maine. The 4th edition features timed 5K and 10K run/walk races, along with a kids' half-mile fun run. Participants receive unique wood-burned finisher medals, and top male and female finishers in the..

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 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 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 along the Skyline Trail, known for its technical terrain featuring roots, rocks, and elevation changes typical of New Engla..

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 held at Hale Reservation in Westwood, Massachusetts. It offers two distance options: a 30-hour ultra and a 15-mile race. The course features three roughly 5-mile loops marked with colored ribbons and reflective tape, starting and finishing at P..

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..