Trail Running calendar near Kennebunkport 2025-2026

The Flat Rock Trail Race is a new trail running event taking place in Dunstable, Massachusetts, with proceeds benefiting the Humane Society for Greater Nashua's building expansion. Participants will navigate a scenic 5-mile loop featuring nearly 600 feet of elevation gain, including diverse terrains..

Race the Cog is a unique running event taking place on June 28, 2025, in Bretton Woods, New Hampshire. Participants race alongside the historic Cog Railway to the summit of Mount Washington, covering a challenging course of approximately 2.75 miles with a total elevation gain of 3,500 feet. The rout..

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. This event celebrates the historical significance of Ordination Rock, where Samuel Hidden was ordained in 1792. Participants enjoy a scen..

The Back Cove Backyard Ultra is a unique running event held in Portland, Maine, featuring a challenging 4.167-mile loop on the scenic Back Cove Trail. Participants compete to complete as many laps as possible, with each lap starting on the hour. The course is mostly flat and non-technical, providing..

The Spaulding Woods 50K is a challenging trail race set in Northfield, NH, featuring a technical 5.6-mile loop course with rocks, roots, and footbridges. Runners have ten hours to complete six laps, totaling approximately 34 miles and 4,400 feet of elevation gain. The event supports Spaulding Academ..

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 an exciting trail running event taking place in Chatham, NH, featuring two course options: a 29K and a 14K. The race showcases stunning mountain scenery, including steep ledges and panoramic views, as participants navigate the challenging terrain of the White Mountain Nation..

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 Scribner's Mill 5k is an exciting trail running event set in the scenic Crooked River Forest in Harrison, Maine. This race offers participants a chance to explore beautiful trails lined with tall red pines and stunning river views, starting and finishing at the historic Scribner's Mill. The cour..

The Ragged 75 Stage Race and 50K is an exciting running event taking place from August 1 to 3, 2025, in Danbury, NH. The stage race covers a challenging 75 miles with approximately 15,500 feet of elevation gain, featuring technical trails, steep climbs, and diverse terrains. Participants can also op..

The Jigger Johnson Ultras is a challenging trail running event set in the stunning White Mountains of New Hampshire, taking place from August 15 to 17, 2025. Participants can choose from three distances: a grueling 100-mile race featuring a staggering 29,000 feet of elevation gain, a 50-mile course..

The Firebird Trail Races is an exciting trail running event held in Falmouth, Maine, featuring three challenging distances: 13 miles, a marathon, and 50K. This grassroots event emphasizes community spirit, requiring participants to donate to a non-profit of their choice in addition to a low registra..

The Vineyard Hill Trail Run, organized by Greenbelt, is an annual running event featuring 5K and 10K trail races. Set in the scenic areas of Hamilton and Topsfield, Massachusetts, the course includes challenging terrain over Vineyard Hill, sections of Bradley Palmer State Park, and the Bay Circuit T..

The Black Bear Trail Races will take place in Waterville Valley from Saturday 30 August 2025 to Sunday 31 August 2025.

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, taking place in Bridgton, ME, features two challenging events: a 50K ultra marathon and a 10K trail run. The 50K is designed for both seasoned runners and newcomers to ultra distances, while the Bald Pate 10K offers a rugged course with steep climbs and technical terrain,..

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

The Cherry Hill Farm Ultra is an exciting trail running event taking place in Gorham, Maine, featuring a 50K and a 25K race option. The 50K race consists of 12 loops, each measuring 2.6 miles, designed to challenge both novice and experienced runners. The course is flat and non-technical, making it..

The TARC Fall Classic, hosted by the Trail Animals Running Club, takes place at Great Brook Farm State Park in Carlisle, Massachusetts. This popular running event features a variety of distances, including 10K, half marathon, 20 miles, 50K, and 50 miles, along with a free youth fun run. The scenic c..

The Veterans Count Nashua 5k Fun Run & Walk will take place in Nashua on Sunday 14 September 2025. You can run between 5 and 5 kilometers.