Trail Running calendar near Rye 2025-2026

The Gunstock 5K and Canicross 5K take place at Gunstock Mountain Resort in Gilford, NH, as part of the 3rd annual Food Truck Festival. The event features a 5K trail run and a Canicross 5K where participants run with their dogs on a loop course of gravel roads and cross-country ski trails with rollin..

The Kismet Cliff Run, held annually in September in North Conway, New Hampshire, offers two challenging trail races set in the scenic White Mountains. Participants can choose the Little Beast 5 Miler, featuring technical single-track trails with steep ascents and descents around Echo Lake State Park..

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 distances: a 5K and a 1 Mile course, suitable for running, hiking, rolling, or strolling.The race is timed manually by the local York High School Cross Country Te..

The Hooksett Kiwanis 5K Trail Race, held in Hooksett, New Hampshire, is a scenic trail run starting at Heads Pond trail and finishing at the Hooksett Public Library. The course features a hard-packed stone dust surface transitioning into a wooded conservation trail, offering a natural and enjoyable..

The ACT Trail Fest, held in Arundel, Maine, is an annual trail running event organized by the Arundel Conservation Trust. Participants can choose from a 5k, 10k, or half marathon course that winds through the scenic ACT Multi-Purpose Trail and Eastern Trails, featuring beautiful woodland and stream..

The Bear Brook Trail Races, held in Allenstown, New Hampshire, showcase the scenic beauty of Bear Brook State Park with its diverse trails, including single track paths, steep hills, and blueberry fields. The event offers three race distances: a 10K following "Mindy's Loop," a Half Marathon, and a M..

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..

The Farm to Farm Ultra is a scenic ultramarathon held in Freeport and Brunswick, Maine, featuring distances of 25K, 50K, and 50 miles, along with relay options. The course primarily follows paved roads with rolling hills and includes about two miles of runnable trail per 25K loop, connecting Wolfe's..

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 traverses scenic double- and single-track trails through Shedd Park and Rogers Fort Hill Park, including a stretch along the Con..

The Pleasant Mountain Race, held in Bridgton, Maine, is a challenging 21k trail run featuring significant elevation gains and technical single-track terrain. Participants tackle a steep 1,700-foot climb up Bald Peak within the first two miles, followed by a descent and another 1,900-foot ascent to t..

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, held in Center Conway, New Hampshire, is a unique endurance running event featuring the Last Person Standing format. Participants run a 3.5-mile loop through mostly forest singletrack, with some snowmobile trails, fields, and logging roads, including about 250 feet of elevati..

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, and a 10k single loop. Each loop features nearly 1,000 f..

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 course features 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 ultra running event held in New Ipswich, New Hampshire, traversing the Appalachian Midstate Trail through central Massachusetts and crossing into New Hampshire, Rhode Island, and Connecticut. Scheduled for October 11-12, 2025, the race..

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 options including a 30-hour ultramarathon, a 30-hour 7-person relay, a 30-mile haunted night race,..

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..