Trail Running calendar near York Harbor 2025-2026

Farm to Farm Ultra is a Maine ultramarathon held in Freeport and Brunswick. The 2025 event includes a 50-mile race, a 50K, a 50K four-person relay, plus 25K and a 25K two-person relay. The course starts at Wolfe’s Neck Farm in Freeport and finishes at Crystal Spring Farm in Brunswick, featuring roll..

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 takes place on September 28, 2025 in Oxford, Maine. The event starts and ends at Oxbow Beer Garden and benefits the nonprofit Mission Working Dogs. The fundraiser had raised $4,122.42 toward a $10,000 goal (41% of the goal) and showed 103 participants listed at the time of the p..

Run for Nature in Lowell, Massachusetts returns to Shedd Park at 453 Rogers Street as a fundraiser hosted by the Lowell Parks and Conservation Trust. The event offers a 5K Run/Walk, a 10K Trail Run (no walk option), and a Kids 1-Mile Fun Run/Walk, a course through park trails and riverfront scenery...

Race for the Refuge takes place at Assabet River National Wildlife Refuge in Sudbury, starting at the Visitor Center. The event includes a 1-mile Walk, a 10K (one loop), a 30K (three loops), plus 3- and 6-hour timed races. The course uses double-track trails with ~2.5 miles of pavement per loop and..

The Bobcat Ridge 25k is a 25k trail race held on the trails of the Edwin L. Smith Preserve in Kennebunkport, Maine. The event takes place on Saturday, October 4, 2025, at the Edwin L. Smith Preserve Trailhead on Guinea Road. All proceeds from the race go directly to the Kennebunkport Conservation T..

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 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 takes place on October 5, 2025 at the Kennebunkport Conservation Trust headquarters, 57 Gravelly Brook Road, Kennebunkport, ME. Participants can choose a trail 5k or 10k course that winds through the KCT trail system and finishes at the headquarters. The courses are on forest trail..

Groton Town Forest Trail Races, held at 163 West Main Street, Groton, MA, offer two trail distances: 9.5 miles and 3.4 miles. The courses are well-marked and feature a scenic loop through Groton Town Forest with no road crossings, combining narrow dirt roads and single-track trails over roots, rocks..

The Midstate Massive Ultra Trail is a multi-distance, point-to-point trail race organized by New England Race Events in New Ipswich, New Hampshire, with routes extending into nearby Massachusetts and Rhode Island. It offers 100-mile, 50-mile, and 50-kilometer options, tracing the historic Midstate T..

Fall Foliage Foot Races at Waterville Valley, NH, 2025 offers three events: a 5K Road Race, a 10 Mile Trail Race, and a Kid's Fun Run. The action centers in Town Square, with a mostly flat 5K out-and-back through the heart of Waterville Valley. The 10 Mile Trail Race is described as a scenic and cha..

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..

Ghost Train Rail Trail Races is New Hampshire’s original 30-hour ultramarathon, held on the Granite Town Rail Trail in Brookline and Milford. The event offers five races: a 30-hour ultramarathon, a 30-hour relay (teams from 2 to 7), a Haunted Night 30-mile race, a 15-mile race, and a 15-mile relay...

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..

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..

Womp Romp Trail Race is held in Hingham, Massachusetts at Wompatuck State Park (South Field). It offers a 50K (three loops plus a mile) and a single-loop 10-mile option. The course blends single-track, wide trails, and some pavement, with about two miles of pavement per loop.It’s a cupless race, so..