Trail Running calendar near Freeport 2026-2027

Riverlands 100 is a 100 mile trail race at Androscoggin Riverlands State Park in Turner, Maine. Solo runners run four 25 mile laps; invited five person relay teams split the course. This edition is planned as the event's final running.

On May 2-3, 2026 White Lake Ultras run at White Lake State Park in Tamworth NH. Runners complete a slightly technical 2 mile single track loop with a short beach section and choose from 24 hour, 12 hour, or 6 hour formats.

A chip timed 5K trail race at Odiorne Point State Park with kids fun runs and a post race beach cleanup, raising funds for Marine Mammal Rescue.

The Big A 50K Trail Race is a challenging loop course on Mount Agamenticus with technical, rocky terrain and significant elevation. Participants can choose their distance, from 10 miles up to the full 50K. The event is free to register for,..

A trail half marathon in Gorham, NH that runs mostly on singletrack through the Coös Trails Network and starts and finishes at Big Day Brewing. Proceeds support Coös Cycling Club stewardship and aid stations are planned.

Trail running festival in Rollinsford, NH offering a 5 Miler, a 5K and a Canicross 5K on mixed rail trail and river single track, with specific rules for canicross teams and an aid station on the 5K route.

A chip-timed trail 5K plus 1-mile fun and walk events at Whitaker Woods on May 9, 2026, run on wooded single and double track with varied terrain. Proceeds benefit White Mountain Community Health Center.

A backyard-style ultra at Kate Furbish Preserve East in Brunswick, ME on May 9, 2026. Runners complete repeated 4.17 mile laps each hour with a 12 hour cutoff and a 50 miles maximum on coastal single and double track.

A spring trail running and walking series at Great Glen Trails in Gorham, NH running May 14 to June 18, 2026. Courses of 5 km, 3 km and 1.5 km are offered, with series and one time entry fees and leashed dogs permitted.

A community 5K in Bethel, ME presented by HealthReach Community Health Centers to support after school programs for K-12 students. The event has an in person race on May 16 and a virtual option May 1 to May 16; under 18 entries are free.

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 muddy trail event of roughly 13.1 miles around Jericho State Park in Berlin NH that is open to trail runners this year as well as mountain bikers. Proceeds support Coös Cycling Club trail maintenance and youth cycling programs.

A community 5K through the PEA trails in Exeter plus kids fun runs in three age groups, post race music, food, raffles and awards. Free babysitting is provided for children of registered 5K participants.

A six-race trail series across Oxford Hills preserves from May to October, with each course about 3.1 Miles. Season preregistration is $72, single races $15, and student races are $5 each.

Experience Maine's premier trail running festival featuring races from 5K to 100K. This multi day event includes a 30 hour endurance challenge, dog friendly canicross races, and a sunset run at Pineland Farms.

A rugged 23K mountain race in Tamworth, New Hampshire, with about 4,800 feet of climbing and a summit loop over 3,478 foot Mount Chocorua. The technical route includes exposed trail sections, stream crossings, and mandatory safety gear.

A six mile trail race at Bradbury Mountain in Pownal, Maine that begins the Bradbury Mountain Trail Race Series. The course follows single and double track trails with rolling hills and a race cutoff of 1 hour 48 minutes.

A mountain trail race beside the Mount Washington Cog Railway in Bretton Woods, NH, with a 2.75-mile summit climb or a 5.5-mile roundtrip across steep grades and boulder fields. Weather can change from warm at the base to snow at the summit..

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.

A timed 5K loop through woods and fields at the Maine Outdoor Wellness Center on June 20, 2026. Bibs, water, snacks, and family activities are provided and a $15 registration supports community building and programming.