Trail Running Calendar Maine 2026-2027

We have found 23 Trailruns in Maine. Check below where and when you can find the races.

The Big A 50K Trail Race is a challenging loop course on Mount Agamenticus with technical, rocky terrain and significant elevation. Participants can choose their distance, from 10 miles up to the full 50K. The event is free to register for,..

Join the Bethel Rotary 5K, a fun run supporting local after-school programs. Choose between a 5 km distance or a free 1 mile kids run, with options to participate in-person or virtually. All youth participants under 18 can join the 5K for f..

Cross country 5K at Cole's Family Farm in Dayton on May 16, 2026 supporting the Southern Maine Young Marines. Options include a 1.25K fun run and a 5K ruck march; entry includes a patriotic t-shirt and participation medal.

Experience Maine's premier trail running festival featuring races from 5K to 100K. This multi day event includes a 30 hour endurance challenge, dog friendly canicross races, and a sunset run at Pineland Farms.

June 2026

The Otter Pond Trail Races will take place in Standish on Saturday 13 June 2026. You can run 10 kilometers.

Six at the Springs is a flexible six-hour endurance run in Poland, Maine. Participants run a scenic 4-mile flat loop as many times as they wish, with multiple morning start times. All mileage is recognized, and the event highlights local tr..

Enjoy a community celebration in Portland with a 10k trail race, scenic bike rides, or a family friendly 2 mile walk. Finish the day with a festival featuring food trucks, music, and local beer to support Maine trails.

July 2026

About the Event The Scribners Mill 5k is part of the Loon Echo Trail Race Series. All proceeds from the series benefit the Loon Echo Land Trust, a Bridgton-based nonprofit that conserves land, protects public access to the outdoors, and bui..

August 2026

A trail running festival on Blue Hill Mountain in Maine, with distances from 5k to 50k on scenic figure-eight loops. The event supports local land conservation and the Wabanaki Alliance. It's a Trail Sisters approved race with aid stations..

The Firebird Trail Races in Windham, Maine offer rugged trail running on a technical loop through the Lowell Preserve. Choose from a 13-mile, marathon, or 50K distance on a course marked by rocks and roots. This grassroots event supports lo..

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.

The Five Fields Farm Races offer a scenic 50K and a challenging 10K on the trails of Maine's Bald Pate and Holt Pond Preserves. Both courses start and finish at the farm's apple orchard. All event proceeds support local land conservation.

September 2026

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.

Experience an untimed trail run through the woods of western Maine featuring 3.6 mile laps of forest roads and single track. Enjoy on site camping and wood fired pizza along the scenic shores of Mirror Lake.

The Megunticook Trail Festival offers three distinct trail races in Maine's scenic Camden Hills State Park. Choose from a tough 10K, a gravel-trail 20K, or a comprehensive 50K that covers most of the park's trails. Experience runs where the..

Event Overview The Big Brad Ultras is a trail ultramarathon event. It takes place on the trails of Bradbury Mountain State Park and the surrounding area in Maine, USA. Course Details The event uses a 16.5-mile loop course. This loop is run..

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.

Experience the natural beauty of Maine by running or walking through woodland trails in Arundel. This conservation focused event offers 5k, 10k, and half marathon distances along with a kids bike race and live music.

Experience a trail-only loop course through Wolfe's Neck Center and Freeport Conservation Trust. This cup-less event offers distances from 10 to 50 miles on a scenic route featuring dirt roads, woods, and local bridges.

This 21k trail race ascends Pleasant Mountain in Bridgton, Maine, featuring technical single-track and a ridge traverse. The event includes an afterparty with food, drinks, and music. All proceeds support local land conservation efforts.