Trail Running Calendar Maine 2026-2027

A snowshoe festival on February 14, 2026 at Roberts Farm Preserve in Norway, Maine, using groomed Nordic ski trails and offering free on-site snowshoe rentals. Distances available are 2k, 5k and 10k run or walk options.

Join Bradbury Mountain Winter Roulette on Sunday February 15 2026 for an unpredictable winter trail challenge of about 5 miles. Course and gear change with weather so expect deep snow, icy pack or bare trails and check for final details.

A winter snowshoe run/walk at Middle River Park in Machias offering a 5K and a 1 mile course, presented by Bold Coast Runners with the Downeast Coastal Conservancy and featuring warming fires and hot cocoa.

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.

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.

A community 5 km run and a one mile kids run in Bethel, Maine on May 16, 2026, supporting after school and enrichment programs in MSAD 44. A virtual 5 km option runs May 1 to May 16 and youth entries are free.

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.

Explore the inaugural Otter Pond Trail Races in Standish ME, with a scenic 10K, Dawn to Dusk challenge and a kids' fun run around Sebago Lake. Tackle technical single track and marked loops while supporting Bonny Eagle Athletics.

Join East Bayside Trail Fest in Portland for a timed Trail to Ale 10K, 15 and 30 mile group rides, or a family friendly 2 mile. Finish on Diamond Street with music, food trucks and local brews while benefiting local trail and bike groups.

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.

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.

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.

Three trail races in Camden Hills State Park, Maine offer coastal mountain scenery and rugged singletrack. Distances include 10K, 20K, and 50K, with race kit items and limited entries.

The Mt. A Trail Challenge will take place in York on Saturday 19 September 2026. You can run 5 kilometers.

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.

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.

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.