Trail Running Calendar Maine 2026-2027

We have found 39 Trailruns in Maine. Check below where and when you can find the races.

Second annual Kennebec Savings Bank East Bayside Trail Fest in Portland on June 28 2026 offers three trail events plus a post event celebration with music, food trucks and local beer. Proceeds support Portland Trails and the Bicycle Coaliti..

Muddy Princess Maine is a 5K obstacle mud run at Hemond's MX & Offroad Park in Minot, ME on June 28, 2026. The event supports the National Breast Cancer Foundation and includes medals, digital photos, hydration and rinse stations.

July 2026

A backyard ultra around Portland s Back Cove Trail on July 11, 2026. Participants run repeated 4.16 mile loops each hour with two aid locations and on site support until a single runner remains.

A 9-mile, two-lap trail race at Bradbury Mountain State Park in Pownal, ME, featuring hilly, technical single-track, a 3-hour cutoff, and a 160-runner cap as 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.

An outdoor obstacle race at Sunday River in Newry, Maine, featuring a **5K** course of mud, water, walls and woods, two new obstacles for 2026, a slopeside music event and a separate Mini Mountain kids race.

A 5k trail run through Crooked River Forest that starts and finishes at historic Scribner's Mill in Harrison, Maine. Proceeds support Loon Echo Land Trust; registration is via UltraSignup and day-of entries are cash or Venmo only.

August 2026

A multi-distance trail event on Blue Hill Mountain near the coast, with 5k, 10k, 25k and 50k courses that include summit loops. Proceeds support Blue Hill Heritage Trust and Wabanaki Alliance.

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.

Trail races of 5k and 10k take place on KCT trails and finish at the headquarters with music, food and a beer tent for a family friendly festival.

A 12 mile single track trail race at Bradbury Mountain in Pownal, ME on August 9, 2026. The course features rugged New England terrain, a 3 hour 36 minute cutoff, and a field limited to 160 runners.

Trail races in Windham, ME on August 22, 2026 with 13 mile, marathon and 50K options on technical single-track loops. Two aid stations, wood carved finisher medals, and a community donation requirement are part of the event.

Join the PRHS XC Alumni Race in Minot for a 5K trail run and kids fun run. This community event features friendly competition between alumni and current students followed by a barbecue and kickball.

Two trail races at Five Fields Farm in Bridgton, ME feature technical singletrack and steep climbs, including a three-lap 50K through Bald Pate and Holt Pond preserves and a rugged 10K with significant 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..

Three trail races in Camden Hills State Park offering a steep singletrack 10K, a gravel 20K, and a 50K that uses most park trails, set beneath Mount Megunticook on Wabanaki ancestral lands.

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.

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