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Maine Trail Running Calendar 2026-2027

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Explore the best trail runs in Maine for 2026-2027! Our updated list features 36 exciting trail runs across the region. Find your next trail run in Maine below and join the trail community at these great events!

A rugged 12 mile single track loop at Bradbury Mountain State Park, part of a small series and capped at 160 runners.
Trail race in Falmouth Maine offering 13 mile, marathon and 50K options on technical single track loops through Lowell Preserve and North Falmouth.
Third annual PRHS XC Alumni Race in Minot, Maine on August 22, 2026 features a 5K, a kids fun run, a barbecue and a kickball game.
A charity event at Medomak Valley High School with an untimed 1 mile walk, a 5K trail race, and a virtual 5K, with proceeds benefiting Boston Children’s Hospital.
A community race day at Cumberland Fairgrounds with a farmer’s market and music. Events include mile races, a kids 200 meter gallop and an open 5k that finishes on the horse track.
Trail races at Five Fields Farm in Bridgton ME featuring a three lap 50K figure 8 and a rugged 10K with steep, technical terrain and multiple aid stations.
September 2026
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.
Experience a flat and non technical trail race at Cherry Hill Farm in Gorham Maine. Choose between 50k 25k or 10k distances consisting of multiple loops around the scenic farm property.
A trail running weekend around Mirror Lake in West Newfield, Maine, with laps of about 3.6 to 3.8 miles through forest roads and singletrack. The weekend includes a Saturday gravel ride, onsite camping, youth runs, and a post ride gathering with food..
Three trail races in Camden Hills State Park offering 50K, 20K and 10K courses with significant elevation and coastal views.
TUCARD26 is an unconventional waypoint-based trail race in Orono, Maine with no fixed course between defined start and finish points. Registration supports the Orono Land Trust and is free for Wabanaki Tribal Members.
Big Brad Ultras at Bradbury Mountain State Park offers 25K and 50K options on a 15.5-mile single-track loop with technical, hilly terrain, significant elevation gain, aid stations, and drop-bag access.
A community 5K trail run and free Kids 1K at Skyline Farm through fields, hills and woods with prizes, food and music.
Experience the summit of Mount Agamenticus with a 5K or 1 mile trail race. Support local conservation efforts while running or hiking through Maine trails and participate in a raffle for all entrants.
Pair up for a three hour endurance relay on a two mile loop of trails and fields. Alternate laps with your partner to accumulate the maximum distance possible in this team based challenge.
Trail races of 5k, 10k and half marathon on the Arundel Community Trails with medals, shirts, live music and a kids bike race.
Trail-based looped ultra at Wolfe's Neck Farm in Freeport featuring a new all-trail five mile loop repeated for ten, six, or two laps depending on distance.
A 21k trail race on Pleasant Mountain in Bridgton, ME, featuring steep ridge climbs, technical single-track, one aid station, and a finish-area afterparty with food and beer.
Trail running in Whitneyville, Maine on 27 September 2026 with an 8 mile race and a 2.5 mile run or walk through the Machias River Preserve. Courses feature singletrack and riverside sections plus post race awards and a potluck.
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