Trail Running Calendar Maine 2026-2027

Join Bradbury Mountain Winter Roulette on Sunday February 15 2026 for an unpredictable winter trail challenge of about 5 miles. Course and gear change with weather so expect deep snow, icy pack or bare trails and check for final details.

Join a lively multi day trail running festival at Pineland Farms on May 23 and 24, 2026, with races from 5k to 100k plus live music, food and a beer garden. Spectators welcome and camping is available for weekend racers.

Explore the inaugural Otter Pond Trail Races in Standish ME, with a scenic 10K, Dawn to Dusk challenge and a kids' fun run around Sebago Lake. Tackle technical single track and marked loops while supporting Bonny Eagle Athletics.

Join East Bayside Trail Fest in Portland for a timed Trail to Ale 10K, 15 and 30 mile group rides, or a family friendly 2 mile. Finish on Diamond Street with music, food trucks and local brews while benefiting local trail and bike groups.

Take on the Summer Hill league at Ardwhallan Outdoor Pursuit Centre in West Baldwin on Sat 18 Jul 2026, a testing 4.5 km trail with 150 m of climb. Pre entry is required and junior entries welcome for a fun, competitive summer race.

Blue Hill Mountain Trail Fest in Blue Hill, ME offers scenic trail races from 5k to 50k with summit climbs, wildflower fields, technical forest trails and coastal views. Proceeds benefit Blue Hill Heritage Trust and Wabanaki Alliance.

Firebird Trail Races on August 22, 2026 send runners on scenic single track loops through Lowell Preserve and North Falmouth Community Forest, with 13M, marathon and 50K options. Enjoy volunteer supported aid stations and a wood carved Fire..

Run coastal ridgelines at the Megunticook Trail Festival in Camden Hills State Park on Sept 12, 2026. Choose 50K, 20k or 10k over rocky singletrack and ocean ledges. Entries are limited and Indigenous runners run free.

The Mt. A Trail Challenge will take place in York Harbor on Saturday 19 September 2026. You can run 5 kilometers.

Bold Coast Bash in Cutler ME invites runners to scenic, rugged coastal trail loops with a 50K ultra or 10.5 mile fun run. Expect technical single track, unfenced cliffs, and a limited field, so register early when entries open Aug 1.