Trail Running Calendar Maine 2026-2027

A 6 mile trail race at Bradbury Mountain in Pownal, Maine, featuring single and double track trails with rolling hills, a 1 hour 48 minute cutoff, limited fields, race shirts at pickup, and prizes from sponsor donations.

A six hour endurance event on a flat 4 mile rail trail loop in Poland, Maine, where participants run as many loops as they wish and recorded mileage is recognized; shirts included with paid entry.

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 from June 25 to July 30 2026, featuring races of about 5K to 6.5 miles, capped fields, partnerships with local land trusts, and series prizes for those who complete three races.

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 5K obstacle mud run in Minot, Maine on June 28, 2026 for women and girls aged 7 and older. The course includes 18 plus obstacles and emphasizes a non competitive, teamwork oriented experience.

A backyard ultra on Portland's Back Cove Trail featuring repeated 4.16 mile loops along a tidal estuary. Two aid stations, on site personnel, free adjacent parking, and volunteer support are provided; refunds are restricted.

A 9 mile two lap trail race on Bradbury Mountain featuring hilly, technical single track and classic Maine rocks and roots. The field is limited to 160 runners and the race has a 3 hour cutoff.

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 event on Blue Hill Mountain in Blue Hill, ME featuring 5k, 10k, 25k and 50k figure eight courses with summit trails and coastal views. Proceeds support Blue Hill Heritage Trust and Wabanaki Alliance.

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.

KCT Trail Fest 2026 in Kennebunkport, ME offers a 5k walk or run and a 10k run on August 9, 2026, with courses on local trails and a finish-area gathering that includes music, a beer tent, food and family games.

A rugged 12 mile single-track loop at Bradbury Mountain State Park in Pownal, ME, including a technical final two-mile O-Trail section. The field is limited to 160 runners and the event is part of the Bradbury Mountain Trail Race Series.

Trail races in Windham, Maine on technical single-track loops with 13M, marathon and 50K options, two aid stations, required participant donation with proof, and a no-refund policy.

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.