Trail Running calendar near Ipswich 2025-2026

The Mt. A Trail Challenge is an annual running event held at the summit of Mount Agamenticus in York, Maine. The 9th edition features two courses: a 5K and a 1 Mile trail run, hike, or stroll.The race is uniquely timed with stopwatches by the local York High School Cross Country Team, emphasizing a..

The Survival of the F.I.T.test - 30+ Hour Trail Ultra is a challenging endurance event held in Cumberland, Rhode Island. Participants can choose between two course options: a flat, fast 2.1-mile loop or a more rugged 4.2-mile trail loop used in previous years. The event offers multiple race formats..

Run for Nature in Lowell, MA, is a community-focused running event held at Shedd Park, featuring a 5K Run/Walk, a 10K Trail Run, and a Kids 1-Mile Fun Run/Walk. The course combines double- and single-track trails through Shedd Park and Rogers Fort Hill Park, with a scenic segment along the Concord R..

The Bobcat Ridge 25k will take place in Kennebunkport on Saturday 4 October 2025. You can run 25 kilometers.

The Aggie Ram Trail Run 5k will take place in Walpole on Sunday 5 October 2025. You can run between 5 and 5 kilometers.

The Little Duck 50k is a trail running event held in Windham, Maine, at the scenic East Windham Conservation Area. Scheduled for October 5, 2025, it offers two race distances: a challenging 50k ultra-marathon consisting of five 6.5-mile loops with nearly 1,000 feet of elevation gain per loop, and a..

The Houghton's Pond Trail Race will take place in Milton on Sunday 5 October 2025. You can run between 3 and 7 miles.

Trust Trail Fest, held at the Kennebunkport Conservation Trust headquarters in Kennebunkport, Maine, offers participants a choice between a 5k walk/run and a 10k run through scenic forest trails. The courses feature natural terrain with rocks, roots, and possible mud, providing a challenging and imm..

The Groton Town Forest Trail Races, held in Groton, Massachusetts, offer two challenging trail running distances: 9.5 miles and 3.4 miles. The courses wind through the scenic Groton Town Forest, featuring well-marked paths with no road crossings, combining narrow dirt roads and single-lane trails fi..

The Midstate Massive Ultra Trail is a challenging point-to-point trail race held in central Massachusetts with segments crossing into New Hampshire, Rhode Island, and Connecticut. Featuring 100-mile, 50-mile, and 50k distances, the race follows the historic Midstate Trail marked by yellow triangle b..

The Vulcan's Fury Trail Race, held in Nottingham, New Hampshire, offers a challenging and scenic trail running experience inspired by the area's volcanic history. Participants can choose between a half marathon and a 5-mile race, both featuring rugged terrain including massive boulder fields, dense..

The Tackle the Trail - Pomfret, CT will take place in Pomfret on Saturday 18 October 2025. You can run between 10 and 42 kilometers.

The Ghost Train Trail Races, held in Brookline, New Hampshire, are a series of trail running events along the historic Granite Town Rail Trail. This mostly flat, well-groomed course follows an old railroad bed used in the late 19th and early 20th centuries, featuring a mix of dirt and about one mile..

United We Move Trailfest, held annually in Fall River, MA, takes place in the scenic Fall River Bioreserve. Participants can choose to walk, run, or ride on various courses: a 1.1-mile Tattapanum Trail or 5K walk; 5K or 10-mile runs on mixed terrain including paved, dirt, and grassy trails; and 10 o..

The WWII Veterans Memorial Trail Weighted Race is a unique endurance event held in Mansfield, Massachusetts, on a 2.5-mile out-and-back rail trail featuring paved, gravel, and grass surfaces. Participants have six hours to complete as many laps as possible while carrying weighted packs, with their s..

The Weir River Farm Trail Race will take place in Hingham on Sunday 19 October 2025. You can run between 3 and 10 miles.

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

Womp Romp is an annual trail running event held at Wompatuck State Park in Hingham, Massachusetts, featuring a 10-mile loop race and a 50K race consisting of three loops plus an additional mile. The course offers a mix of single track, wide trails, and some paved sections, suitable for both novice a..

The Pumpkin Pacer 5k at White Barn Farm in Wrentham, Massachusetts, is a scenic trail run/walk/hike held annually in late October. This off-road 5K course features dirt and gravel paths with natural terrain including rocks, roots, and elevation changes, offering a fun challenge for all ages and skil..

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..