Trail Running calendar near Jackson 2025-2026

The Baldface Scramble is a challenging trail running event held in the White Mountain National Forest in Chatham, New Hampshire. It offers two race distances: a 14K single loop that crosses the Baldfaces, and a more demanding 29K race featuring two loops that include the Baldfaces and Mount Meader...

The Barre Heritage Trail 5K is a scenic trail running event held in Websterville, Vermont, at the Barre Town Forest Trails near historic granite quarries. The 5-kilometer course features a mix of wooded single and double track trails with rocky and root-filled terrain, offering beautiful views and a..

The Magnificent Bastards Challenge, held in Corinth, Vermont, is a unique endurance event honoring fallen Marines from the 2nd Battalion 4th Marines. It features a Last Man Standing race with 1-mile loops that include 300 feet of climbing, each to be completed within 20 minutes, repeated until only..

The Kingman Farm Trail Race is a welcoming and challenging running event designed for participants of all skill levels. Spanning approximately 3.6 miles, the course features Nordic-style paths and switchback singletrack, making it an exciting experience for runners. This event is organized by acidot..

The Scribners Mill 5k, held in Harrison, Maine, offers a scenic trail running experience along the historic Crooked River. Starting and finishing at Scribner's Mill, a historic sawmill and homestead, the course features a "lollipop" loop through freshly cut trails lined with tall red pines and pictu..

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 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 Race to the Top of Vermont is an annual uphill challenge held every August, attracting hikers, bikers, and runners from the U.S. and Canada. Participants climb Mt.Mansfield, Vermont’s highest peak, via the historic Mansfield Toll Road. The course covers 4.3 miles with an elevation gain of 2,564..

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 NCVRC Run for Hope will take place in Morrisville on Saturday 13 September 2025.

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..