Trail Running calendar near York Harbor 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.

The TARC Blue Hills Skyline Trail Run is a challenging 12K race set in the scenic Blue Hills Reservation in Milton, Massachusetts. Participants will tackle approximately 2,300 feet of elevation gain on a rugged course featuring rocky terrain, steep climbs, and technical descents, all while enjoying..

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..

The Flat Rock Trail Race, held in Dunstable, Massachusetts, features a challenging 5-mile loop with nearly 600 feet of elevation gain. The scenic course includes landmarks such as the Arched Bridge Conservation Area, an old railroad bed, a former granite quarry and farm, and climbs to the tops of Bl..

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 Spaulding Woods 50K is a challenging trail race held in Northfield, New Hampshire, featuring a technical 5.6-mile loop with rocks, roots, and footbridges. Runners complete six laps totaling approximately 34 miles with 4,400 feet of elevation gain, primarily on singletrack trails. The event suppo..

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 Ragged 75 Stage Race and 50K is a challenging trail running event held in Danbury, New Hampshire, centered around the scenic SRKG Greenway near Lake Sunapee. The 75-mile stage race spans three days, featuring steep climbs and technical single-track trails with about 15,500 feet of elevation gain..

The Jigger Johnson Ultras is a challenging trail running event held in Waterville Valley, New Hampshire, within the White Mountain National Forest. It features three race distances: a grueling 100-mile out-and-back course with 29,000 feet of elevation gain, a 50-mile race covering rugged terrain and..

The GTA Challenge will take place in Greenfield on Saturday 16 August 2025.

The Tarc Summer Classic is a trail running event held at Noon Hill Reservation in Medfield, Massachusetts, featuring multiple race distances including 10 miles, 50K, and 40 miles. The course is a scenic, mostly forested loop with undulating terrain, roots, rocks, and a notable viewpoint at Noon Hill..

Greenbelt's Vineyard Hill Trail Run is an annual trail running event held in South Hamilton, Massachusetts, located on the scenic town line of Hamilton and Topsfield. The race offers 5K and 10K distances that challenge runners with a course featuring Vineyard Hill, sections of Bradley Palmer State P..

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 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..