Trail Running calendar near North Conway 2025-2026

The Ragged 75 Stage Race and 50K is a challenging trail running event held in Danbury, New Hampshire, centered around the scenic SRKG Greenway near Lake Sunapee. The 75-mile stage race spans three days, featuring steep climbs and technical single-track trails with about 15,500 feet of elevation gain..

The Nagdeo Lodge 15K Twilight Trail Run & Revelry is a scenic trail running event held in Chelsea, Vermont. Covering a distance of 15 kilometers, the race offers participants a unique twilight experience through natural terrain. The course is set around the Nagdeo Lodge area, providing runners with..

The Frye Island Trail Run is a 4.5-mile trail running event held on the hiking trails of Frye Island, Maine. This race features a scenic course that starts and finishes at the Frye Island Community Center, providing runners with a unique opportunity to experience the natural beauty of the island. Th..

The Jigger Johnson Ultras is a challenging trail running event held in the White Mountain National Forest, starting and finishing in Waterville Valley, New Hampshire. It offers three race distances: 100 miles, 50 miles, and 20 miles, each featuring rugged, mountainous terrain with significant elevat..

The Webb Forest Wander is a family-friendly 5K race held in the scenic Webb Forest trail system in Wilmot, New Hampshire. Organized by the Wilmot Learning Place, a nonprofit preschool, the event offers a well-marked course through a beautiful nature preserve maintained by the New London Conservation..

The Maine Event is a challenging seven-day self-guided trail running expedition held in Maine, featuring rugged and scenic routes through iconic landscapes such as Mt. Katahdin, the Bigelow Range, and the Mahoosuc Notch. Participants experience intense daily runs over difficult terrain, with distanc..

The Firebird Trail Races, held in Falmouth, Maine, offer challenging trail running events with distances of 13 miles, a marathon, and a 50K. The courses feature a technical 10-mile loop through Lowell Preserve and North Falmouth Community Forest, with additional loops in East Windham Conservation Ar..

The Triple Dam 10K is a scenic running and walking event held at the Power Dam Recreation Area in Perkinsville, Vermont. The course features a beautiful loop on gently rolling terrain, combining grassy trails, dirt roads, and single track paths along the Black River and North Springfield Reservoir...

The Black Bear Trail Races, hosted by White Mountain Endurance in Waterville Valley, New Hampshire, offer a challenging and scenic trail running experience. The event features four distances: a demanding 50K with 7,700 feet of elevation gain around 4,000-foot peaks, a 23K course on the oldest mainta..

The Last Man Standing Ultramarathon is a backyard ultra event held at Pineland Farms in New Gloucester, Maine. The race features a challenging 4.2-mile loop on wooded trails with moderate elevation gain. Participants must complete each loop within one hour to continue, with laps starting hourly unti..

The Five Fields Farm Races, held in Bridgton, Maine, feature two challenging trail events: a 50K ultra and a 10K race. The 50K is a three-lap figure-8 course through the Bald Pate and Holt Pond Preserves, including steep climbs, technical singletrack, and a finish through an apple orchard. Each lap..

The Groton Forest Trail Run, held in Groton, Vermont at Boulder Beach State Park, offers scenic and challenging trail races. In 2025, the event features two distances: a 15-mile race and a 6.2-mile race. Recently taken over by Onion River Outdoors, a Montpelier-based gear shop and community organize..

The Cherry Hill Farm Ultra, held in Gorham, Maine, is a trail running event featuring 50K, 25K, and 10K distances. The main 50K race consists of 12 flat, non-technical loops of 2.6 miles each around Cherry Hill Farm, totaling 31.2 miles. A 25K option includes 6 loops.The course is designed to challe..

The Run to Fall 5K in Northwood, New Hampshire, is an annual cross-country trail race held at Coe-Brown Northwood Academy. Celebrating its 25th edition in 2025, the event features a 5K race on the NH Youth State Meet Course, a 2.5-mile trail walk, and USATF-sanctioned 3K youth races for different ag..

The Four in the Forest is a four-mile trail running event held in Oxford, Maine. The course takes runners through scenic forests and fields in western Maine, offering a natural and refreshing outdoor experience. The race starts and finishes on Bennett Lane in Oxford, providing a peaceful setting for..

The Happy Moose Half Marathon is a 13.1-mile trail race held in Oxford, Maine, featuring a scenic course through the fields and forests of western Maine. The race consists of three loops of the 4.1-mile Four in the Forest course, plus a separate 0.8-mile loop at the start. This event offers runners..

The Lucy Mac 5K9 is a trail running event held at Ascutney Outdoors in Brownsville, Vermont. Scheduled for September 13, 2025, it features a timed 5K race and a 1-mile race option, welcoming runners, walkers, and dogs. The course offers a scenic Vermont adventure with handcrafted trails at the weste..

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 Gunstock 5K and Canicross 5K take place at Gunstock Mountain Resort in Gilford, NH, as part of the annual Food Truck Festival. The event features a 5K trail run and a Canicross 5K where participants run with their dogs, followed by a 100m fun run for children under five. The course is a loop aro..

The Paine Mountain Anchor Challenge Trail Race, held in Northfield, Vermont, is a scenic and challenging 6K trail race that starts and finishes at the Norwich Shaw Outdoor Center. The course features a mix of gravel roads, single-track switchback trails, and steep descents, leading runners to the su..