Trail Running calendar near Kennebunkport 2026-2027

A weighted mountain climb on Mount Washington on August 29, 2026, offering 20 mile and 10 mile courses with substantial elevation gain; both divisions include a 20 lbs load and have separate ticket prices.

Two trail races at Five Fields Farm in Bridgton, ME: the Bald Pate 10k through pitch pine forest and the Five Fields 50k on a figure-8 course through Bald Pate and Holt Pond preserves. Proceeds benefit Loon Echo Land Trust.

A weekly fall trail running and walking series at Great Glen Trails in Gorham, NH from Sep 3 to Oct 8, 2026. Choose from 5 km, 3 km or 1.5 km courses; dogs on leash are welcome and one-time entries are available on-site.

Test your endurance at Pineland Farms in Maine with this backyard ultra trail race. Run a 4.2 mile loop through pristine wooded trails and see how many laps you can complete in this last person standing format.

Trail Animals Running Club hosts a multi distance trail event at Great Brook Farm State Park on September 5, 2026. Looped 10K and 10 mile courses cover distances from 10K to 50 miles, plus a youth fun run and a Yeti Mischief Mile.

Experience a flat and non technical trail race at Cherry Hill Farm in Gorham Maine. Choose between 50k 25k or 10k distances consisting of multiple loops around the scenic farm property.

A community 5K run and walk in Nashua, NH on September 5, 2026 with free registration for veterans and children, a fee for participants 13 and older, event shirts, donation options and volunteer opportunities. Use #nashua5k for photos.

A trail running weekend around Mirror Lake in West Newfield, Maine, with laps of about 3.6 to 3.8 miles through forest roads and singletrack. The weekend includes a Saturday gravel ride, onsite camping, youth runs, and a post ride gathering..

Trail races at Bear Brook State Park near Allenstown, NH offer a GPX navigated half marathon and a variable ultramarathon between 50k and 100k, with minimal course markings and cup free aid stations.

Thunder Run is a 5K trail race with more than 20 obstacles through woods and hills in Candia, New Hampshire on September 12, 2026. Organized by Raymond Area Rotary, 100% of proceeds support local and selected international projects.

A September mountain trail event at Echo Lake State Park offering a technical 5-mile Little Beast and a rugged 13.1-mile Beast of the East with big climbs, granite ridge sections, and limited on-course support.

Big Brad Ultras at Bradbury Mountain State Park offers 25K and 50K options on a 15.5 mile single track loop. The course features technical terrain, multiple aid stations, drop bag access, and significant elevation gain.

The 12th Annual Skyline Farm 5K Trail Run & Walk on September 13, 2026 offers a scenic course through fields, hills and woods, a free Kids' 1K with prizes, post-event food and music, and awards including gift certificates and pies.

An annual community trail event at Mount Agamenticus offering timed **1 Mile** and **5K** courses from the summit, with proceeds supporting conservation and education and a raffle for participants.

Experience a scenic run through wooded conservation trails finishing at the Hooksett Public Library. This community event features a 5K trail race and a half mile kids fun run to support local youth programs.

A 5K trail race at Loon Mountain on September 20, 2026, as part of the 51st NH Highland Games, with 800 ft of elevation gain across dirt trails, service roads and ski trails. Registration includes a race shirt and festival admission.

Pair up for a three hour endurance relay on a two mile loop of trails and fields. Alternate laps with your partner to accumulate the maximum distance possible in this team based challenge.

A community 5K in Hillsborough, NH on September 20, 2026, organized by the Hillsboro Fire Department. The off-road course may be uneven and strollers are not recommended; registration runs March 25 to September 19 with a $30 fee.

A traditional up and down mountain race in Waterville Valley, NH on September 20, 2026 covering about 7 miles with 3000 feet of ascent; youth entry is available and day of registration is offered.

The Arundel Conservation Trust's 6th Annual ACT Trail Fest on September 26, 2026 offers 5k, 10k and half marathon trail races on the ACT Multi-Purpose Trail and Eastern Trail, plus a free kid's bike race, medals, shirts, music and food.