Trail Running calendar near Rollinsford 2026-2027

Portland's only backyard ultra takes place on the scenic Back Cove Trail. Runners test their endurance by completing a 4.167-mile loop every hour until only one remains. The flat gravel course features full support and a unique last-runner-..

A technical 5.6 mile loop trail race in Northfield, NH where runners complete six laps within a ten hour limit, with aid stations and lap drop bags. 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.

A 9 mile two-lap trail race at Bradbury Mountain State Park featuring hilly, technical single-track and classic forest terrain; limited to 180 runners with a 3 hour cutoff and prizes for overall and age-group finishers.

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.

Experience the scenic beauty of the Crooked River Forest in Harrison Maine with this 5k trail race. Run through red pines and past a historic sawmill to support local land conservation efforts.

A three day trail stage race around Lake Sunapee with a 75 mile loop and a 50k option, significant elevation, overnight camp logistics, midstage aid stations, mandatory safety gear, and a limited field for the stage race.

The event is cancelled. It had been planned as a 10K ruck obstacle course at Pineland Farms in New Gloucester, Maine, featuring The Crucible with 20+ obstacles and prize rules requiring participants to ruck the full course with a pack.

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..

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

Trust Trail Fest offers 5k and 10k races on forest trails at the Kennebunkport Conservation Trust headquarters, followed by music, food, a beer tent and family activities. Proceeds support the Trust in Education programs.

A 12 mile single track trail race at Bradbury Mountain State Park in Pownal, ME, the Bruiser features rocky, root filled terrain and the challenging O Trail. The field is capped at 180 runners and the race has a 3 hour 36 minute cutoff.

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.

A trail race in Windham, Maine on August 22, 2026 offering 13M, marathon and 50K on technical single track trails. The event supports local trail organizations through participant donations and event proceeds.

Experience a scenic trail run through Vineyard Hill Reservation and Bradley Palmer State Park. Choose between 5 km and 10 km distances on a rolling course featuring wide trails and the open landscapes of Shaw Field.

Join the PRHS XC Alumni Race in Minot for a 5K trail run and kids fun run. This community event features friendly competition between alumni and current students followed by a barbecue and kickball.

Trail races in Waterville Valley, NH offering a 50K with about 7,700 feet of climbing, a 23K on historic trails, a 4 mile forest route, and a 1 mile fun run. The 50K requires mandatory mountain gear and the event is cupless.

Experience the largest climb in GBF history at Mount Washington in New Hampshire. Choose between ten and twenty mile routes while carrying a twenty pound load through significant elevation gains.

Experience technical trail running through ancient pine forests and apple orchards at Five Fields Farm. Choose between a rugged 10k or a multi lap 50k ultra to support local land conservation in Maine.