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.

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.

Weeknight trail race series near Portland, Maine with small fields, courses of about 5K to 6.5 miles, partnerships with local land trusts, and series standings for runners who complete three or more events.

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..

Muddy Princess Maine is a 5K obstacle mud run at Hemond's MX & Offroad Park in Minot, ME on June 28, 2026. The event supports the National Breast Cancer Foundation and includes medals, digital photos, hydration and rinse stations.

Back Cove Backyard Ultra on July 11, 2026 has runners repeat a 4.16 mile loop on Portland's Back Cove Trail every hour for up to 24 hours, with staffed and unstaffed aid stations, drop-bag support, and porta potties on course.

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.

An obstacle-course event at Sunday River Resort in Newry, Maine on July 25, 2026, featuring a 5K route through ski trails, woods, and mountain terrain with custom obstacles. Multiple waves are scheduled and fees vary by wave.

A 5k trail run through Crooked River Forest that starts and finishes at historic Scribner's Mill in Harrison, Maine. Proceeds support Loon Echo Land Trust; registration is via UltraSignup and day-of entries are cash or Venmo only.

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.

Trail races in Windham, ME offering 50K, marathon and 13M on technical single track loops in Lowell Preserve and nearby forests. The event supports local trails and asks participants to make a charitable donation.

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..

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.