Trail Running calendar near Jackson 2026-2027

The 15th Annual 5k Race to the Ledges in Concord, NH on August 8, 2026 features a short road and trail course and includes post-race brunch boxes to take away. Registration includes an adult 5 km entry and a free kids 5 km for ages 6 and un..

Trail races of 5k and 10k on Kennebunkport Conservation Trust trails, starting and finishing at the Trust headquarters. A post race festival on the Emmons Preserve features music, food, a beer tent, and family activities.

A rugged 12 mile single-track loop at Bradbury Mountain State Park in Pownal, ME, including a technical final two-mile O-Trail section. The field is limited to 160 runners and the event is part of the Bradbury Mountain Trail Race Series.

Jigger Johnson Ultras runs August 14-16, 2026 in Waterville Valley NH with 100 mile, 50 mile and 20 mile mountain courses across the White Mountains, large elevation gains, mandatory mountain safety gear and restricted crew access.

A 4.61 mile trail race at Moody Park in Claremont NH featuring narrow single track, wet sections and a steep drop and climb at Gravity Cavity. The event is part of the Western NH Trail Running Series and benefits the local parks department.

A scenic trail 5K on Wanakee’s 227 acre site in the White Mountains and Lakes Region of New Hampshire, held during Wanakee Homecoming. Proceeds support a camp scholarship fund and facility improvements.

A family friendly 5K on the Webb Forest trails organized by Wilmot Learning Place, featuring a signed course, water stations, timing for runners, post-race recognition, and nearby parking with overflow at local fields.

A community run at Oxbow Riverfront Park on August 15, 2026 along the Lamoille Valley Rail Trail with a 1.5 mile turnaround, one aid station, post-race refreshments, and awards for top finishers.

A biannual mountain trail race around Mount Mansfield covering about 11 miles and 5,000 ft of gain, featuring steep technical climbs, exposed alpine terrain and a strict 70-runner field with time-based qualification and limited refunds.

Trail races in Windham, Maine on technical single-track loops with 13M, marathon and 50K options, two aid stations, required participant donation with proof, and a no-refund policy.

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.

A trail ultramarathon at Prospect Acres Ranch where runners complete repeated 2.2 mile laps in 2, 4, or 8 hour formats. Field camping is available Friday evening and registration is $40 with proceeds supporting future events.

A trail race weekend in Waterville Valley NH with a 50K ultra, 23K, 4 mile and 1 mile family fun run. Courses use single and double track, have cup less aid stations, and include finisher awards and podium prizes.

A mountain fundraiser in Stowe on August 30, 2026, featuring a 4.3 mile climb to Mt Mansfield for runners, hikers, and cyclists, plus a kids run, team options, donations, and event merchandise supporting the Catamount Trail Association.

Trail races at Five Fields Farm in Bridgton ME on August 30 2026 offering a three lap 50K and a rugged Bald Pate 10k. Courses run through Bald Pate and Holt Pond Preserves with aid stations and a finish at the apple orchard.

A weekly fall trail running and walking series at Great Glen Trails in Gorham, NH from Sep 3 to Oct 8, 2026. Choose from 5 km, 3 km or 1.5 km courses; dogs on leash are welcome and one-time entries are available on-site.

Test your endurance at Pineland Farms in Maine with this backyard ultra trail race. Run a 4.2 mile loop through pristine wooded trails and see how many laps you can complete in this last person standing format.

Experience a flat and non technical trail race at Cherry Hill Farm in Gorham Maine. Choose between 50k 25k or 10k distances consisting of multiple loops around the scenic farm property.

A trail running weekend around Mirror Lake in West Newfield, Maine, with laps of about 3.6 to 3.8 miles through forest roads and singletrack. The weekend includes a Saturday gravel ride, onsite camping, youth runs, and a post ride gathering..

A lakeside trail run in Goshen, New Hampshire on September 5, 2026, with 3 mile and 5.7 mile courses, awards, swag, and a raffle. The longer distance awards points in the Western NH Trail Running Series.