Maine
Maine Trail Running Calendar 2026-2027
Explore the best trail runs in Maine for 2026-2027! Our updated list features 39 exciting trail runs across the region. Find your next trail run in Maine below and join the trail community at these great events!
August 2026
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.
Timed mile races, a kids 200 meter gallop and an open 5k at the Cumberland Fairgrounds on 08/30/2026 with prize payouts and nonprofit beneficiaries.
Trail races at Five Fields Farm in Bridgton, ME on August 30, 2026, featuring a three-lap 50K through Bald Pate and Holt Pond and a rugged 10K with major elevation gain.
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, Maine, including a 50K that covers most park trails plus 20k and 10k routes with substantial elevation and aid stations.
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.
Trail races in Oxford, Maine on September 12, 2026 featuring a 13.1 mile half and a 4 mile race, with proceeds benefiting the Western Foothills Land Trust.
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.
A trail festival in Arundel offering 5K, 10K, a half marathon and a free kids' bike race on scenic ACT and Eastern Trail routes.
A trail ultramarathon at Wolfe's Neck Farm in Freeport ME with 5 mile loops and 50, 30, and 10 mile options plus relay choices.
A 21k trail race on Pleasant Mountain in Bridgton ME featuring technical single-track, significant climbs, one aid station, post-race food and beer, and proceeds supporting land conservation.
Trail event in Whitneyville on 27 September 2026 offering an 8 mile race and a 2.5 mile run or walk along the Machias River, with awards and a post-race potluck.