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, featuring a flat, scenic 4-mile loop course along the historic Waterhouse Brook rail trail and Lower Range Pond. Runners traverse a route that includes multiple watersheds and a picturesque beaver pond, appealing to both c..

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 3.5-mile g..

The Scribners Mill 5k, held in Harrison, Maine, offers a scenic trail running experience along the historic Crooked River. Starting and finishing at Scribner's Mill, a historic sawmill and homestead, the course features a "lollipop" loop through the Crooked River Forest with trails lined by tall red..

The Blue Hill Mountain Trail Fest in Blue Hill, Maine, is a multi-distance trail running event featuring 5k, 10k, 25k, and 50k races. The course showcases the scenic Blue Hill Mountain, a 934-foot monadnock with coastal views, wildflower fields, and technical forest trails. Runners experience a figu..

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 events: a 50K ultra and a 10K race. The 50K is a three-lap figure-8 course through the Bald Pate and Holt Pond Preserves, including steep climbs, technical singletrack, and a finish through an apple orchard. Each lap..

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 Cherry Hill Farm Ultra, held in Gorham, Maine, is a trail running event 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 is designed to challe..

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

The Happy Moose Half Marathon is a 13.1-mile trail race held in Oxford, Maine, featuring a scenic course through the fields and forests of western Maine. The race consists of three loops of the 4.1-mile Four in the Forest course, plus a separate 0.8-mile loop at the start. This event offers runners..

The Four in the Forest is a four-mile trail running event held in Oxford, Maine. The course takes runners through scenic forests and fields in western Maine, offering a natural and refreshing outdoor experience. The race starts and finishes on Bennett Lane in Oxford, providing a peaceful setting for..

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 Pleasant Mountain Race, held in Bridgton, Maine, is a challenging 21k trail run featuring technical single-track trails and scenic views along Pleasant Mountain’s iconic ridge. The course includes significant elevation gains, with a steep 1700-foot climb over 2 miles up Bald Peak, followed by a..

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 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..

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..