Trail Running calendar near Freeport 2026-2027

A snowshoe festival on February 14, 2026 at Roberts Farm Preserve in Norway, Maine, using groomed Nordic ski trails and offering free on-site snowshoe rentals. Distances available are 2k, 5k and 10k run or walk options.

Join Bradbury Mountain Winter Roulette on Sunday February 15 2026 for an unpredictable winter trail challenge of about 5 miles. Course and gear change with weather so expect deep snow, icy pack or bare trails and check for final details.

A **6K** snowshoe race at Gunstock Nordic Center with groomed trails, wooded single track, steep climbs, and marked course. Prizes include Dion snowshoes and age group gift cards, and limited rental snowshoes are available on race day.

The Rescue Run: Race for Marine Mammals will take place in Rye on Saturday 2 May 2026. You can run 5 kilometers.

The Big Day Run Off will take place in Gorham on Sunday 3 May 2026. You can run 13 miles.

A trail running event in Rollinsford, New Hampshire featuring a *5 Miler*, a *5K*, and a Canicross 5K with rail trail and single-track sections along the Salmon Falls River.

A community 5K run/walk and a one mile kids slime run at Crescent Park Elementary School in Bethel, Maine on May 16, 2026, with family activities and post-race awards.

Cross country 5K at Cole's Family Farm in Dayton on May 16, 2026 supporting the Southern Maine Young Marines. Options include a 1.25K fun run and a 5K ruck march; entry includes a patriotic t-shirt and participation medal.

A two day trail running festival at Pineland Farms in New Gloucester, Maine offering races from 5k to 100k, multi person 30 Hour teams, canicross events, a kids fun run, aid stations, live music, and on site camp spaces for 30 Hour racers.

The Chocorua Mountain Race will take place in Chocorua on Saturday 6 June 2026. You can run 23 kilometers.

Explore the inaugural Otter Pond Trail Races in Standish ME, with a scenic 10K, Dawn to Dusk challenge and a kids' fun run around Sebago Lake. Tackle technical single track and marked loops while supporting Bonny Eagle Athletics.

A mountain race alongside the Mount Washington Cog Railway with two options: a 2.75 mile summit climb that includes a train ride back, or a 5.5 mile roundtrip. Expect 3,500 feet of gain, exposed terrain, and rapidly changing weather.

The Ultratrax Cranmore will take place in North Conway on Saturday 27 June 2026. You can run between 7 and 28 miles.

Join East Bayside Trail Fest in Portland for a timed Trail to Ale 10K, 15 and 30 mile group rides, or a family friendly 2 mile. Finish on Diamond Street with music, food trucks and local brews while benefiting local trail and bike groups.

A mountain trail race ascending roughly 6.03 miles to the North Peak summit in Lincoln, New Hampshire. The course gains significant elevation, includes steep ski-slope sections such as Upper Walking Boss, and features two aid stations and p..

Take on the Summer Hill league at Ardwhallan Outdoor Pursuit Centre in West Baldwin on Sat 18 Jul 2026, a testing 4.5 km trail with 150 m of climb. Pre entry is required and junior entries welcome for a fun, competitive summer race.

Two mountain trail race options in Chatham, NH over the Baldfaces offer steep ledges, exposed singletrack and significant climbing. Mandatory mountain gear and prior technical trail experience are required.

Experience a packed 3.6 mile course of Nordic paths, switchback singletrack and varied footing at the Kingman Farm Trail Race. Day of event entry is available and proceeds support the Doug Flutie Jr. Foundation for Autism.

A mountain ultramarathon weekend in Waterville Valley, New Hampshire featuring 108 mile, 58 mile, and 20 mile trail courses through the White Mountain National Forest. Mandatory safety gear, GPS navigation, and specific qualifications apply..

Firebird Trail Races in Windham ME offers 13M, marathon and 50K options on rugged single track trails with two aid stations, course markings, finisher medals and proceeds benefiting local trail groups.