Trail Running Calendar Maine 2026-2027

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 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 six hour timed endurance event on a flat 4 mile rail-trail loop in Poland, Maine; participants may run multiple loops with total mileage recorded and recognized, and paid entries include an event shirt.

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 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.

A community trail festival in East Bayside, Portland on June 28, 2026 featuring a 10K run, 15 or 30 mile bike rides, and a 2 Miler. Registration proceeds support Portland Trails and the Bicycle Coalition of Maine.

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 Portlands Back Cove Trail where runners complete about 4.17 mile loops each hour until one runner remains. The mostly flat gravel course runs along a tidal estuary and includes staffed and unstaffed aid stations.

A two lap, 9 mile trail race on Bradbury Mountain State Park featuring hilly technical single track and a three hour cutoff. The field is limited to 160 runners and the event is part of the Bradbury Mountain Trail 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-course event at Sunday River Resort on July 25, 2026, with multiple waves over the day. The course runs on ski trails and wooded terrain and includes custom-built obstacles and muddy sections.

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.

Multi-distance trail event on Blue Hill Mountain near the coast of Maine. Courses range from 5k to 50k with aid stations and drop bags for longer races, and proceeds benefit local conservation groups.

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 trail race at Bradbury Mountain State Park in Pownal, Maine, featuring a twisting 12 mile single-track loop with rocks, roots and hills. The event is the third race in a capped series organized by a nonprofit volunteer group.

Trail races in Windham, ME on technical single-track loops with 13M, marathon, and 50K options; two aid stations, on-course markings, wood carved finisher medals, and a required participant donation to local trail nonprofits.