Trail Running calendar near Gilford 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..

The Vermont 50 Ultra Run is part of the Vermont 50 endurance weekend held at Ascutney Outdoors in West Windsor, Vermont. It includes a 50‑mile Ultra Run and a 50K Run, plus related relay options and other activities that showcase a challenging yet scenic Vermont landscape. Runners traverse the hills..

Moxie's Memorial 5k is a trail run/walk in Oxford, Maine, starting and finishing at Oxbow Beer Garden on Main Street. The 5K course starts at the brewery, runs along the blue ski trail (Anne's Moon Dance) to the Mission Working Dogs training center via a connector to Moxie's Place, then returns. The..

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...

Bobcat Ridge 25k is a 25-kilometer trail race held at the Edwin L. Smith Preserve Trailhead, Guinea Road, Kennebunkport, Maine. Runners will test themselves on challenging, scenic forest trails along the preserve’s network.The event benefits the Kennebunkport Conservation Trust, with all proceeds su..

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..

Trust Trail Fest, hosted by the Kennebunkport Conservation Trust, takes place at the trust's headquarters in Kennebunkport, Maine (57 Gravelly Brook Road). Participants choose a 5k or 10k and run or walk along the organization’s forest trails. The course winds through the trail system, with rough te..

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..

Keene Family YMCA Fall Foliage Trail Races in Keene, New Hampshire offer 5K and 10K trail runs starting and finishing at the Keene YMCA (200 Summit Road). The 5K provides a fast, beginner-friendly taste of trail running, while the 10K adds more challenging rolling singletrack and elevation. Runners..

Blackhawk Blaze is a trail running event held in Plainfield, New Hampshire (Meriden area), at 92 Bonner Road, near Plainfield School. This sixth annual Plainfield tradition offers two races: a 5K Trail Race on the famed French's Ledges trail and a 1 Mile Fun Run. The course showcases rugged terrain..

Devil's Den Ultra is a challenging trail running event held in Bradford, Vermont, featuring a rugged 10K loop on Wright's Mountain. The course offers a mix of terrain, including steep climbs, rocky and rooty sections, and a scenic downhill through the woods. Runners can choose from three race option..

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 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..

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 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..

Randolph Ramble is a 5.7-mile trail race on Randolph Mountain Club lands in New Hampshire’s Northern Presidentials. The course climbs about 1,100 feet and is steep, rocky, and slippery, with occasional snow; most runners walk or power-hike the technical sections. Expect leafy downhills to be treache..