Trail Running calendar near Kennebunkport 2026-2027

Jigger Johnson Ultras runs August 14-16, 2026 in Waterville Valley NH with 100 mile, 50 mile and 20 mile mountain courses across the White Mountains, large elevation gains, mandatory mountain safety gear and restricted crew access.

A scenic trail 5K on Wanakee’s 227 acre site in the White Mountains and Lakes Region of New Hampshire, held during Wanakee Homecoming. Proceeds support a camp scholarship fund and facility improvements.

A family friendly 5K on the Webb Forest trails organized by Wilmot Learning Place, featuring a signed course, water stations, timing for runners, post-race recognition, and nearby parking with overflow at local fields.

Trail races in Windham, Maine on technical single-track loops with 13M, marathon and 50K options, two aid stations, required participant donation with proof, and a no-refund policy.

Experience a scenic trail run through Vineyard Hill Reservation and Bradley Palmer State Park. Choose between 5 km and 10 km distances on a rolling course featuring wide trails and the open landscapes of Shaw Field.

Join the PRHS XC Alumni Race in Minot for a 5K trail run and kids fun run. This community event features friendly competition between alumni and current students followed by a barbecue and kickball.

A trail ultramarathon at Prospect Acres Ranch where runners complete repeated 2.2 mile laps in 2, 4, or 8 hour formats. Field camping is available Friday evening and registration is $40 with proceeds supporting future events.

A trail race weekend in Waterville Valley NH with a 50K ultra, 23K, 4 mile and 1 mile family fun run. Courses use single and double track, have cup less aid stations, and include finisher awards and podium prizes.

Trail races at Five Fields Farm in Bridgton ME on August 30 2026 offering a three lap 50K and a rugged Bald Pate 10k. Courses run through Bald Pate and Holt Pond Preserves with aid stations and a finish at the apple orchard.

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 featuring a variable-distance ultramarathon and a measured half marathon. The course is GPX only with minimal markings and runners must carry their own water containers.

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 race at Echo Lake State Park offering a five mile course and a half marathon that climbs over 4,300 feet of vertical. Courses run on granite ledges and exposed ridges with remote aid stations.

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.