Trail Running calendar near Kennebunkport 2025-2026

The Hamsterwheel in New Boston, NH, is a unique ultrarunning event featuring 6, 12, 24, and 30-hour races, including relay options. The course is a scenic, largely flat 4-mile loop starting near the Hillsborough County Fairground, running along the New Boston Rail Trail by the Piscataquog River to L..

The TARC Stone Cat Trail Festival will take place in Ipswich on Saturday 1 November 2025. You can run between 10 and 100 kilometers.

The Holistic Hustle 5K/10K is an annual running event held at the scenic Emmons Preserve in Kennebunkport, Maine. The 4th edition, scheduled for November 1, 2025, features timed 5K and 10K run/walk races alongside a kids' half-mile fun run for participants aged 13 and under. The event offers a livel..

The Hugs from Vets Trail will take place in Henniker on Sunday 2 November 2025. You can run 10 kilometers.

The Tarckey Trot 6 Hour - Winchester, MA will take place in Winchester on Saturday 15 November 2025. You can run between 6 and 6 kilometers.

The Novemberfest Race is an annual 4-mile running event held in Nashua, New Hampshire, featuring a scenic course through Mine Falls Park. This community-focused race supports the Nashua Children's Home, with all proceeds benefiting the organization. The event also includes a raffle held at Martha's..

The Jackson 5k Turkey Trot & Kids Fun Run is a Thanksgiving morning event held in Jackson, New Hampshire. It features a 5k trail run through scenic routes including the Jackson Nordic Trails and Eagle Mountain House golf course, starting at Jackson Falls Bridge. There is also a 1k Kids Fun Run for c..

The TARC Winter Classic is a trail running event held annually at Middlesex Fells Reservation in Stoneham, Massachusetts. It offers challenging distances of 8, 32, and 40 miles on the technical Skyline Trail, featuring roots, rocks, and elevation changes typical of New England terrain. Runners exper..

The Mount Hood Nutcracker Challenge will take place in Melrose on Saturday 13 December 2025. You can run 3 miles.

The Merrimack River Trail Race will take place in Andover on Saturday 11 April 2026. You can run between 10 and 10 miles.

The Wildcat 5K Trail Run-Walk-Wag is an annual event held in Boxford, Massachusetts, starting and finishing at the Danvers YMCA Camp overlooking scenic Stiles Pond. The race features separate courses for runners and walkers, including those with dogs ("waggers"), winding through the Wildcat State Fo..

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 on the hour, continuing until only one runner remains. The course features a mostly flat, non-technical 3.5-mile gravel loop along a..