Trail Running calendar near Jackson 2025-2026

Jigger Johnson Ultras is a White Mountain endurance event in Waterville Valley, New Hampshire, offering 100-mile (108 miles) with about 29,000 ft of elevation gain, 50-mile with 16,000 ft, and a 20-mile mountain loop. The courses traverse rugged, scenic terrain in the White Mountain National Forest,..

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 Race to the Top of Vermont is an annual uphill challenge held every August on Mt. Mansfield, Vermont’s highest peak. Participants, including hikers, bikers, and runners from the U.S.and Canada, tackle a 4.3-mile course ascending the historic Mansfield Toll Road with a 2,564-foot elevation gain...

The Last Man Standing Ultramarathon will take place in New Gloucester on Saturday 30 August 2025. You can run 4 miles.

The Black Bear Trail Races, hosted by White Mountain Endurance, take place in scenic Waterville Valley, New Hampshire. This trail running event offers multiple distances: a challenging 50K ultra with 7,700 feet of elevation gain around iconic 4,000-foot peaks, a classic 23K course through the oldest..

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..

Groton Forest Trail Run is set for Saturday, September 6, 2025, at Boulder Beach State Park in Groton, Vermont. Onion River Outdoors has taken over as organizer for 2025, continuing the event’s well-loved tradition of a scenic, challenging trail experience with strong community support. The 2025 rac..

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..

Down for Trail Running is a community-focused trail running event held in West Newfield, Maine, set against the scenic backdrop of Mirror Lake. Participants can choose multiple laps on a course featuring a mix of double track forest roads, rugged single-track sections, and climbs, emphasizing the ex..

The Run to Fall 5K is an annual cross-country race held at Coe-Brown Northwood Academy in Northwood, New Hampshire. Celebrating its 25th edition in 2025, the event features a 5K cross-country race, a 2.5-mile trail walk, and youth USATF 3K races for different age groups. A kids' fun run around the t..

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..

NCVRC Run for Hope takes place at Oxbow Riverfront Park in Morrisville, Vermont. The course is an out-and-back along the Lamoille Valley Rail Trail, with a turnaround at 1.5 miles and a single aid station before finishing back at Oxbow Park, for a total distance of about 3 miles. Race bib pickup run..

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 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..

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 and wooded conservation trails, offering a natural and enjoyable running experien..

The ACT Trail Fest, held in Arundel, Maine, is an annual trail running event featuring 5k, 10k, and half marathon distances. Participants run or walk through the scenic Arundel Community Trails and Eastern Trail, enjoying woodland and stream views. The race starts and finishes at the Arundel Municip..