Trail Running calendar near Freeport 2026-2027

We have found 30 Trailruns within 80 miles of Freeport. See below where and when you can find the races.

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.

May 2026

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

The Big A 50K is a three-loop trail race on Mount Agamenticus with technical single track terrain and 5,787 feet of elevation gain. Shorter finish points are available and runners are expected to plan to finish within 10 hours.

A trail half marathon in Gorham, New Hampshire on the Coös Trails Network with mostly singletrack and short paved, gravel, and woods road sections. Proceeds support Coös Cycling Club stewardship and finish is at Big Day Brewing.

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.

The Bethel Rotary 5K takes place on May 16, 2026, in Bethel, Maine. This community event raises funds for local student after-school programs. Participants can choose to run or walk the 5K course in person or virtually.

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.

June 2026

Event Overview The Chocorua Mountain Race is a 23 km trail run with approximately 4500 ft (1372 m) of elevation gain. It takes place in the White Mountain National Forest, starting and finishing from Scott Road in Tamworth, New Hampshire. T..

The Otter Pond Trail Races will take place in Standish on Saturday 13 June 2026. You can run 10 kilometers.

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.

Event Overview The Ultratrax Cranmore event takes place on June 27, 2026 in North Conway, New Hampshire. It is a summer event with an average temperature of 76°F. Course Details The route is a 7-mile loop on Cranmore Mountain with 1,775 fee..

Explore Portland's East Bayside trails with a 10K run, a casual bike ride, or a family-friendly 2-mile walk. The morning culminates in a community festival with music, food, and local beer. This event is the primary fundraiser for the local..

July 2026

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.

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.

August 2026

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..

A rugged trail event in Windham, Maine offering 13M, marathon and 50K on a technical 10 mile loop with two aid stations, mandatory participant donations, on-course flagging, and a no-refund grassroots policy.

On August 29, 2026 in Waterville Valley, NH, the Black Bear Trail Races offer 50K, 23K, 4 Mile and 1 Mile courses across White Mountain trails, with aid stations, mandatory 50K gear checks, and finishers' awards.