Trail Running calendar near Freeport 2025-2026

The TruStrength Summer Series - Buckfield will take place in Buckfield on Tuesday 3 June 2025.

The Chocorua Mountain Race is a challenging 23-kilometer trail run held in the White Mountain National Forest, Tamworth, New Hampshire. Featuring approximately 4,800 feet of elevation gain, the race starts and finishes at Scott Road. The course includes rolling singletrack trails, a steep 2.8-mile c..

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..

Race The Cog is a unique mountain footrace held at the Mount Washington Cog Railway in Bretton Woods, New Hampshire. Participants race alongside the historic cog railway tracks to the summit of Mount Washington, covering a challenging 2.75-mile course with a 3,500-foot elevation gain. The route feat..

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 Ordination Rock Run is a family-friendly 5K fun run held annually on July 4th in Tamworth, New Hampshire, as part of the town's Independence Day celebrations. The point-to-point course starts at the historic Ordination Rock, a site listed on the National Register of Historic Places, and finishes..

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 Loon Mountain Race is a challenging mountain trail event held in Lincoln, New Hampshire, covering approximately 6.03 miles with a 3,066-foot elevation gain. The race ascends the slopes of Loon Mountain, featuring diverse terrain such as trails, grass ski slopes, and cat tracks. Notable for its s..

The Baldface Scramble is a challenging trail running event held in Chatham, New Hampshire, within the White Mountain National Forest. It offers two course options: a 14K single loop over the Baldfaces and a more demanding 29K race featuring two loops that include the Baldfaces and a summit of Mount..

The Kingman Farm Trail Race is a welcoming and challenging running event designed for participants of all skill levels. Spanning approximately 3.6 miles, the course features Nordic-style paths and switchback singletrack, making it an exciting experience for runners. This event is organized by acidot..

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 Jigger Johnson Ultras is a challenging trail running event held in the White Mountain National Forest, starting and finishing in Waterville Valley, New Hampshire. It offers three race distances: 100 miles, 50 miles, and 20 miles, each featuring rugged, technical mountain terrain with significant..

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 Black Bear Trail Races, hosted by White Mountain Endurance, take place in scenic Waterville Valley, New Hampshire. This event offers multiple distances to suit all levels, including a challenging 50K ultra with 7,700 feet of elevation gain around 4,000-foot peaks, a 23K course through the oldest..

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 Fall Trail Running will take place in Gorham from Monday 1 September 2025 to Friday 10 October 2025.

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...