Trail Running Calendar Maine 2026-2027

We have found 18 Trailruns in Maine. Check below where and when you can find the races.

The Rangeley Moose Dash is an annual 5K snowshoe race through the varied trails of the Rangeley Lakes Trails Center. The course offers a mix of terrain with possible wildlife sightings. Prizes include local maple syrup.

May 2026

The Big A 50K is a three-loop trail race on Mount Agamenticus with technical single track terrain and 5,787 feet of elevation gain. Shorter finish points are available and runners are expected to plan to finish within 10 hours.

The Bethel Rotary 5K takes place on May 16, 2026, in Bethel, Maine. This community event raises funds for local student after-school programs. Participants can choose to run or walk the 5K course in person or virtually.

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.

A two day trail running festival at Pineland Farms in New Gloucester, Maine offering races from 5k to 100k, multi person 30 Hour teams, canicross events, a kids fun run, aid stations, live music, and on site camp spaces for 30 Hour racers.

June 2026

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

Explore Portland's East Bayside trails with a 10K run, a casual bike ride, or a family-friendly 2-mile walk. The morning culminates in a community festival with music, food, and local beer. This event is the primary fundraiser for the local..

July 2026

Take on the Summer Hill league at Ardwhallan Outdoor Pursuit Centre in West Baldwin on Sat 18 Jul 2026, a testing 4.5 km trail with 150 m of climb. Pre entry is required and junior entries welcome for a fun, competitive summer race.

August 2026

A multi distance trail event on Blue Hill Mountain featuring 5k, 10k, 25k and 50k routes on figure eight loops, field paths and technical forest trails, with aid stations on course and proceeds to local conservation and tribal partners.

A rugged trail event in Windham, Maine offering 13M, marathon and 50K on a technical 10 mile loop with two aid stations, mandatory participant donations, on-course flagging, and a no-refund grassroots policy.

September 2026

A looped trail event at Cherry Hill Farm in Gorham, Maine on September 5, 2026, offering a 50K (12 loops), 25K (6 loops) and 10K (2 loops) on a flat, non technical course.

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..

The Mt. A Trail Challenge is a timed trail run on Mount Agamenticus. Choose from a 5K or 1-mile course, with timing handled by the local high school cross country team. The event raises funds for the mountain's conservation and offers a spe..

Run the trails at the ACT Trail Fest in Arundel, Maine. Choose from a 5k, 10k, or half marathon course on scenic woodland paths. All participants get a medal and shirt, with post-race food and a live band.

Farm to Farm Ultra offers an in-person looped trail race in Freeport, Maine on September 27 and virtual options from September 14 to October 12, with distances from 5 to 50 miles plus relay events.

October 2026

The Holistic Hustle offers a 5K, 10K, and a kids' fun run at Kennebunkport's Emmons Preserve. All finishers get a unique wood-burned medal, and the event features music, games, and refreshments. Proceeds support holistic education.

November 2026

A coastal figure-8 trail event in Cutler, Maine featuring a three-lap 50K and a single-lap 10.5 mile fun run on slippery, rocky trails; mandatory safety kit is checked each lap and entries are capped to protect the environment.