Trail Running calendar near Jackson 2026-2027

Six at the Springs is a six hour timed endurance event in Poland, Maine. Runners and walkers use a flat 4 mile rail trail loop along Waterhouse Brook and may run multiple loops to record total mileage.

Field & Forest 5 Miler is a roughly 5 mile trail race on the Crystal Spring property in Brunswick, ME. The mostly off pavement course has single track and wood bridges, and the field is limited to 50 runners.

UltraTrax Cranmore is a summer endurance walk in the White Mountains featuring 7 to 28 mile options on a scenic 1,775 foot elevation loop. Participants can walk, hike, or ruck with added weight to earn finisher patches and medals.

Enjoy a community celebration in Portland with a 10k trail race, scenic bike rides, or a family friendly 2 mile walk. Finish the day with a festival featuring food trucks, music, and local beer to support Maine trails.

Experience a fun 5 km obstacle mud run designed for women of all fitness levels in Minot. Join as an individual or team to crawl, climb, and slide through the mud in a supportive non competitive environment.

A multi-distance July 4 event in Newport, Vermont offering Half Marathon, 10 Mile, 10K, 5K and a 2 Mile trail. Courses run along the waterfront, on the Beebe Spur Bike Path and on Memphremagog Trails with wooded sections.

A family oriented 5k fun run in Tamworth, New Hampshire centered on historic Ordination Rock during July 4 celebrations. Organized by the Tamworth Outing Club, registration includes a bandana, ice cream, and a bib raffle entry.

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.

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, run over six laps with a ten-hour limit and about 4,400 feet of elevation gain; the event supports Spaulding Academy & Family Services and provides aid stations and drop bags each lap.

A 9 mile trail race at Bradbury Mountain featuring two laps of hilly technical single track, a 3 hour cutoff, and a 180 runner field cap. Part of the Bradbury Mountain Trail Race Series with series prizes and apparel rewards.

Join an obstacle course event at Sunday River Resort in Newry Maine featuring a 5K course through ski trails and wooded mountain terrain.

A last-person-standing event in Corinth, VT with 1 mile loops and 300 feet of climbing for runners and ruckers, plus an Honor Lap that benefits Northeast Slopes; ruckers carry specified pack weights and medals are awarded at set milestones.

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 stage race around Lake Sunapee covering 75 miles with ~15,500 ft gain, plus a 50k option. The format includes overnight camping, organizer gear transport, stocked aid stations, mandatory safety gear, and a $30,000 prize purse.

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.

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.