Maine
Maine Trail Running Calendar 2026-2027
Explore the best trail runs in Maine for 2026-2027! Our updated list features 23 exciting trail runs across the region. Find your next trail run in Maine below and join the trail community at these great events!
November 2026
Holiday-themed event in Sanford ME featuring an in-person 5K, a kids Turkey Trot on the stadium track, and a virtual 5K plus a costume contest and raffle.
ACT Trail Fest in Arundel, Maine features 5K, 10K and half marathon trail races, a free kids bike race, live music, food and shuttled parking.
Trail race in Cutler, Maine featuring a 50K ultra and a 10.5 mile fun run on a figure 8 single track course with mandatory gear and limited entries.
Community fundraiser at Powderhouse Hill in South Berwick with flexible hill climbs, BBQ, campfire, T-shirt, raffles and optional fundraising for the Marshwood Ski Team.
February 2027
An on-site ski endurance event in Rumford, ME on the Allagash Trail featuring repeated laps up a 1.5 mile climb with mandatory safety gear and on-site support.
March 2027
A 5K run from downtown Greenville across frozen Moosehead Lake toward the Mile Light on March 13, 2027 with a post race chili lunch.
June 2027
A fast, slightly rowdy 6 mile trail race at Bradbury Mountain State Park in Pownal, ME, organized by Trail Monster Running as part of the Bradbury Mountain Trail Race Series.
July 2027
Eat a whoopie every quarter mile while running timed solo, relay, or endurance laps on a short campus loop in Bar Harbor.
Run an approximately 4.16 mile loop around Portland's Back Cove each hour until one runner remains, with two aid stations and onsite support at Back Cove Park.
A 9 mile two lap trail race on Bradbury Mountain State Park single track in Pownal ME organized by Trail Monster Running and capped at 140 runners.
A 5K obstacle course at Sunday River Resort in Newry, Maine, featuring ski-trail and wooded terrain with custom built obstacles.
August 2027
Multi-distance trail event on Blue Hill Mountain (Blue Hill, ME) with 5k, 10k, 25k and 50k looped courses, aid stations, and proceeds to local trusts.
A twisting single track trail race in Pownal ME, about 12 miles long, with a 3 hour 36 minute cutoff and a 140 runner field limit.
Trail races in Windham ME offering 50K, marathon and 13M on technical single-track loops with two aid stations and custom finisher swag.
September 2027
Backyard ultra race on a 4.2 mile wooded loop in New Gloucester, Maine, with double track, moderate elevation gain, and a $150 registration fee.
A trail race festival in Camden Hills State Park offering a 50K, a 20K and a 10K with substantial elevation and limited entries.
A community 5K on September 12, 2027 in Arundel, ME supporting local children and elders; entry includes a complimentary T-shirt and medallion.
Big Brad Races in Pownal ME offer 25K and 50K on a roughly 16 mile loop of Bradbury Mountain singletrack with staffed aid stations and limited fields.
October 2027
A 5k trail run and 1 mile walk at Peace Ridge Sanctuary in October, raising funds for rescued animals with yoga, vegan BBQ, family activities, and a virtual option.