Trail Running calendar near Henniker 2026-2027

Gather your team for a two day relay through the scenic Vermont countryside. Run flowy single track trails and camp under the stars at the Ascutney Outdoor Center for an unforgettable weekend of adventure.

The 48th annual Goshen Gallop is a trail run on the tough, scenic paths of the Blueberry Hill Outdoor Center. Runners can choose a 5 km or 10 km distance. All proceeds go directly to maintaining the beautiful trails you run on.

The Spaulding Woods 50K is a technical trail race on a 5.6-mile loop in Northfield, New Hampshire. Runners complete six laps, with 4,400 feet of elevation gain, within a ten-hour limit. The event supports Spaulding Academy & Family Services..

Run the TARC Blue Hills Skyline 12K on June 21 in Milton, MA, tackling about 2,300 feet of climbing on rocky, technical Skyline trails. Stair climbs and panoramic Boston skyline views make this a memorable trail challenge.

Experience one of America's oldest 100 mile ultramarathons featuring 17,000 feet of climbing through the Green Mountains. This historic event supports Vermont Adaptive Ski and Sports and uniquely includes a concurrent horse race.

Experience a focused fell race on the Isle of Man featuring a 4.5 km course with 150 meters of elevation. This Summer Hill league counter event starts from the Ardwhallan Outdoor Pursuit Centre.

Experience technical trail running in New Hampshire with two demanding distances over the Baldfaces and Mount Meader. This event features steep ledges and panoramic views within the scenic White Mountain National Forest.

The Kingman Farm Trail Race is an old-school, show up and race event over 3.8 miles of rolling nordic paths and switchback singletrack. It benefits the Doug Flutie, Jr. Foundation for Autism. Day-of registration is available.

The Ragged 75 offers a rugged three-day stage race and a demanding 50k on the scenic SRKG Greenway trails in New Hampshire. Runners summit multiple peaks over technical terrain, with overnight camping and a communal atmosphere. The event ma..

The Moosalamoo Ultra starts at the Blueberry Hill Inn, featuring mountain trails in the Green Mountain National Forest. Runners can choose between a 36 mile or 14 mile course, each with significant elevation gain. The event is family and do..

Experience the Trail Animals Running Club Summer Classic at Medfield's Noon Hill and Shattuck Reservations, a scenic and challenging 10 mile loop of forested singletrack that climbs to a Noon Hill vista. Distances include 10 miles, 40 miles..

A trail run and fundraiser in Poultney, Vermont featuring an 8K, a half marathon, and a kids fun run on wooded singletrack and double-track trails, cup-free aid stations, finisher awards, and post-race snacks and a raffle.

Lover's Lane is a timed trail run on a 1.8-mile loop in Chester, VT. Participants can choose 6-hour or 12-hour options in a community-supported, fat-ass format. The event supports local recreation and recovery services.

The 5K Race to the Ledges will take place in Concord on Saturday 8 August 2026. You can run 5 kilometers.

Test your endurance in the White Mountains of New Hampshire with distances ranging from 20 to 100 miles. Navigate technical trails and significant elevation gains in this rugged mountain event starting from Waterville Valley.

The annual Vineyard Hill Trail Run features a scenic 5K/10K course over Vineyard Hill and through Bradley Palmer State Park. It's part of the North Shore Trail Series and includes a fully marked trail with an aid station.

Join the Black Bear Trail Races in New Hampshire's scenic Waterville Valley. Choose from four trail distances, including a 50K with major mountain climbs. All runners receive a finisher's medal and finish near the Town Square.

A scenic *10 km* loop at the Power Dam Recreation Area in Perkinsville, VT, with grassy trails, dirt roads and a calf-deep river crossing secured by a rope and lifeguard. The event benefits Springfield High School Cross Country and finishes..

Traverse the scenic ski slopes and forest trails of Wachusett Mountain in this timed event featuring loops from 7 to 28 miles. Earn a finisher medal within 10 hours and enjoy a post trek party at the mountain base.

Join the Trail Animals Fall Classic at Great Brook Farm for scenic trails and distances from youth fun runs to 50 mile ultras. Community vibe, limited spots, and on course aid make this a favorite, so bring your own hydration and register e..