Trail Running calendar near New Boston 2026-2027

Kick off Tamworth Family Day with this scenic 5k on July 4th. The point-to-point course tours the village and trails, finishing with ice cream and a bib raffle. It's a local tradition celebrating community arts and culture.

Notchview Ultra features a 1.9-mile groomed loop trail in Windsor, Massachusetts. The event includes multiple ultra distances from 6 to 72 hours and a 100.7-mile race. Proceeds support the Trustees of Reservations and a local humane society..

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 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.

The Run For Ryan Memorial Run will take place in Putnam on Saturday 18 July 2026. You can run 5 kilometers.

A unique trail race at Soapstone Mountain featuring six ascents. Runners circle the base and climb each upward trail they find, finishing with the infamous Killer Hill. The challenging course includes rocky and steep terrain.

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..

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..

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.

Experience a scenic off-road trail run or walk through the conservation lands of White Barn Farm. This cup-less 5k event supports local sustainable agriculture and community food security in Wrentham.

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.