Trail Running calendar near York 2025-2026

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 Pleasant Mountain Race, held in Bridgton, Maine, is a challenging 21k trail run featuring technical single-track paths and scenic views along Pleasant Mountain’s iconic ridge. The course includes significant elevation gains, with a steep 1700-foot climb over 2 miles up Bald Peak, followed by a 1..

Moxie's Memorial 5k is a trail run/walk event held in Oxford, Maine, starting and ending at the Oxbow Beer Garden on Main Street. The course follows the blue ski trail called Anne's Moon Dance, connecting to the Mission Working Dogs training center via a trail to Moxie's Place before returning to th..

The Bobcat Ridge 25k is a trail running event held at the Edwin L. Smith Preserve in Kennebunkport, Maine. This 25-kilometer race takes participants through scenic trails within the preserve, offering a challenging and beautiful outdoor experience.The event supports the Kennebunkport Conservation Tr..

Bubba's Backyard Ultra, now in its seventh edition, takes place at 564 Stark Rd, Center Conway, New Hampshire, in the White Mountains. The event uses the Last Person Standing format, with participants running repeat 3.5-mile laps, mostly forest singletrack with sections of snowmobile trail, fields,..

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 Races take place in the scenic DCR Blue Hills Reservation in Milton, Massachusetts, just south of Boston. This event offers two trail race distances: 7 miles and 3.7 miles, both starting and finishing near the Houghton's Pond Visitor Center. The courses feature rolling terr..

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..

Midstate Massive Ultra Trail, held October 11-12, 2025, starts in New Ipswich, NH, with three point-to-point races: 100-mile, 50-mile, and 50K (about 32 miles). The routes wind across central Massachusetts along the Midstate Trail, crossing borders into New Hampshire and Rhode Island, showcasing mou..

The Land of Light 100k is a unique human-powered race held in Norway, Maine, featuring a combination of running and cycling across six distinct trail systems. The event covers a total of 100 kilometers, with 25k of running and 75k of cycling, starting at Virgil Parris Preserve. Participants navigate..

The Wayland / HFC Striders XC Festival, held in Wayland, Massachusetts, is a vibrant cross-country running event featuring three youth 3K races and two open 5K races for adults. The course winds through scenic fields and wooded trails, offering a challenging and enjoyable experience for runners of a..

Vulcan's Fury Trail Race in Nottingham, New Hampshire offers two rugged courses—the Half Marathon and the 5 Miler—set on hiking trails through a once volcanic landscape at Pawtuck. The course is described as technical and scenic, featuring a massive boulder field, dense forest, single-track switchba..

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..

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, part of the North Shore Trail Series, takes place in Ravenswood Park, featuring a scenic course through single track and carriage roads amid peak fall foliage. This classic fall trail race offers a challenging and picturesque running experience. Participants can register o..

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 Thorne Head Trail Run is a community-focused 4k trail race held at Thorne Head Preserve in Bath, Maine. Hosted by the Kennebec Estuary Land Trust, this event features a mix of fun single-track and wider trails with scenic water views. Designed to be inclusive for both first-time trail runners an..

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..