Trail Running Calendar Maine 2025-2026

The Longest Day 5K - Gray will take place in Gray on Friday 20 June 2025. You can run between 5 and 5 kilometers.

6 at the Springs is a six-hour endurance running event held in Poland, Maine, along the scenic and historically registered Waterhouse Brook rail trail near Lower Range Pond. The course features a flat, hard-packed 4-mile loop passing multiple watersheds and a picturesque beaver pond, making it ideal..

Hallie’s Hustle is an annual 5K run/walk held at Black Mountain of Maine in Rumford, featuring a scenic trail course that celebrates the legacy of Hallie Oldham, a young trail running enthusiast. The event includes a 5K race for runners and walkers, followed by a half-mile kids fun run. Participants..

The Back Cove Backyard Ultra is a unique endurance running event held in Portland, Maine, on the scenic Back Cove Trail. Participants run a 4.167-mile loop every hour, testing their physical and mental stamina until only one runner remains. The course features a mostly flat, non-technical gravel tra..

The Scribner's Mill 5k is a trail running event held in Harrison, Maine, starting and finishing at the historic Scribner's Mill on the Crooked River. This race offers a scenic "lollipop" loop course through the Crooked River Forest, featuring freshly cut trails lined with tall red pines and beautifu..

The Blue Hill Mountain Trail Fest in Blue Hill, Maine, offers a scenic multi-distance trail running event with 5k, 10k, 25k, and 50k options. The course features a figure-eight loop design ascending Blue Hill Mountain, a 934-foot monadnock with coastal views, wildflower fields, and technical forest..

The Firebird Trail Races, held in Falmouth, Maine, offer challenging trail running events with distances of 13 miles, marathon, and 50K. The courses feature a technical 10-mile loop through Lowell Preserve and North Falmouth Community Forest, with additional loops in East Windham Conservation Area f..

The Last Man Standing Ultramarathon is a unique backyard ultra race set in the scenic trails of Pineland Farms, New Gloucester, Maine. Participants tackle a 4.2-mile loop with moderate elevation gain, aiming to complete as many laps as possible within an hour each. The event continues until only one..

The Five Fields Farm Races, held in Bridgton, Maine, feature two challenging trail running events: a 50K ultra marathon and a 10K race called the Bald Pate 10K. The 50K is part of the Loon Echo Race Series and caters to both seasoned ultra runners and newcomers seeking a tough endurance challenge. T..

The Cherry Hill Farm Ultra, held in Gorham, Maine, is a trail race featuring 50K, 25K, and 10K distances. The main 50K race consists of 12 flat, non-technical loops of 2.6 miles each around Cherry Hill Farm, totaling 31.2 miles. A 25K option includes 6 loops.The course offers a single aid station at..

The Megunticook Trail Festival in Camden, Maine, offers three challenging trail races set in the scenic Camden Hills State Park where mountains meet the sea. The events include the grueling 50K race with over 7,600 feet of elevation gain, traversing 90% of the park's trails and summiting six peaks...

The Tucard will take place in Orono on Saturday 13 September 2025.

The Mt. A Trail Challenge is an annual running event taking place at Mount Agamenticus in York, Maine. Scheduled for September 20, 2025, the event features two courses: a 5K and a 1-mile challenge, allowing participants to run, hike, or stroll.The race is timed traditionally with stopwatches, and wh..

The ACT Trail Fest, held in Arundel, Maine, is an annual trail running event featuring 5k, 10k, and half marathon distances. Set on the scenic Arundel Community Trails and Eastern Trail, the courses offer beautiful woodland and stream views. The race starts and finishes at the Arundel Municipal Buil..

The Farm to Farm Ultra is a scenic ultramarathon held in Freeport and Brunswick, Maine, featuring distances of 25K, 50K, and 50 miles, along with relay options. The course consists mainly of rolling hills on paved roads with about 2 miles of runnable trail per 25K loop, connecting Wolfe's Neck Farm..

The Pleasant Mountain Race, held in Bridgton, Maine, is a challenging 21k trail run featuring significant elevation gains and technical single-track terrain. Participants tackle steep climbs, including 1,700 feet over 2 miles up Bald Peak and another 1,900 feet over 2.5 miles on the Southwest Ridge..

The Bobcat Ridge 25k is a trail running event held at the Edwin L. Smith Preserve in Kennebunkport, Maine. This 25-kilometer race takes participants through scenic trails within the preserve, offering a challenging and beautiful outdoor experience.The event supports the Kennebunkport Conservation Tr..

Trust Trail Fest October is a trail running event held at the Kennebunkport Conservation Trust headquarters in Kennebunkport, Maine. Participants can choose between a 5k or 10k race that winds through scenic forest trails featuring natural terrain such as rocks, roots, and possible mud. The race sta..

The Little Duck 50k is a trail running event held in Windham, Maine, at the scenic East Windham Conservation Area. Scheduled for October 5, 2025, it offers two race distances: a challenging 50k ultra-marathon consisting of five 6.5-mile loops with nearly 1,000 feet of elevation gain per loop, and a..

The Land of Light 100k is a unique endurance event held in Norway, Maine, featuring a combination of running and cycling across six distinct trail systems. The race covers a total of 100 kilometers, with 25k of running and 75k of cycling, starting at the Virgil Parris Preserve. Participants navigate..