Trail Running Calendar Maine 2026-2027

A timed six hour endurance event on a flat four mile loop in Poland, Maine. Runners and walkers may complete unlimited loops and recorded mileage earns recognition.

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.

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.

A trail 5 km race at Libby Hill Forest Trails in Gray, ME on June 21, 2026. Online registration is $15 through June 19, race day registration is $20 and students enter free. Proceeds support trail maintenance and door prize drawings are pla..

A community trail event in Freeport, Maine on June 21, 2026 featuring a 5K loop through the school property plus a one mile kids run, part of Faith Fest with free registration from May 20 to June 21.

A small weeknight trail race series around Portland, Maine offering four community focused events with courses from about 5K to 6.5 miles. Fields are capped at 75 runners and series awards recognize overall top finishers.

Second annual Kennebec Savings Bank East Bayside Trail Fest in Portland on June 28 2026 offers three trail events plus a post event celebration with music, food trucks and local beer. Proceeds support Portland Trails and the Bicycle Coaliti..

A women only 5K obstacle mud run with 18+ obstacles at Hemond's MX & Offroad Park in Minot, Maine on June 28, 2026. Open to females aged seven and up who may run, jog, or walk the course.

A backyard ultra on Portland's Back Cove Trail where runners repeat an approximately 4.16 mile loop each hour until one remains. The mostly flat gravel route runs along a tidal estuary and includes staffed and unstaffed aid stations.

A *9 miles* two-lap trail race at Bradbury Mountain State Park featuring hilly, technical single-track, a three-hour cutoff, a 160-runner cap, and organization by the nonprofit Trail Monster Running as part of a multi-race series.

An overnight team relay on July 24 and 25, 2026 covering about 102.7 miles from the Ellsworth area to Eastport. Teams of four to eight run legs from just under four miles to just over ten miles across trails and coastal roads.

Tough Mountain Challenge is a 5K obstacle race at Sunday River in Newry, Maine on July 25, 2026. The course features mud, water, walls and woods and the weekend includes a slopeside music party and lodging discounts.

A 5 km trail race at Scribner's Mill on the Crooked River in Harrison, Maine. Pine-lined singletrack and river views, with proceeds supporting Loon Echo Land Trust.

A multi-distance trail festival on Blue Hill Mountain with 5k, 10k, 25k and 50k routes through fields, forested technical trails and summit viewpoints. Proceeds support local conservation and Wabanaki organizations.

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.

Trail races of 5k and 10k take place on KCT trails and finish at the headquarters with music, food and a beer tent for a family friendly festival.

A roughly 12 miles single-track loop at Bradbury Mountain in Pownal, ME, featuring rocky, rooty terrain and a notable final two-mile O-Trail section; entries are capped at 160 and the race has a 3 hour 36 minute cutoff.

A multi-distance trail event in Falmouth, Maine featuring technical single-track loops through Lowell Preserve and North Falmouth Community Forest. Entry requires a recent nonprofit donation in addition to registration fees.

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.

Trail races at Five Fields Farm in Bridgton, ME include a three-lap figure-8 50K through Bald Pate and Holt Pond preserves and a rugged 10K with steep climbs and technical singletrack. Aid stations are provided and proceeds benefit land con..