Trail Running calendar near Kennebunkport 2026-2027

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 charity event at Medomak Valley High School with an untimed 1 mile walk, a 5K trail race, and a virtual 5K, with proceeds benefiting Boston Children’s Hospital.

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.

Two trail races at Five Fields Farm in Bridgton, ME feature technical singletrack and steep climbs, including a three-lap 50K through Bald Pate and Holt Pond preserves and a rugged 10K with significant elevation gain.

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..

Whites 100 in Shelburne, NH on September 11, 2026 is a non-competitive, fat-ass-style trail event offering five drop bags, bin transport and an online tracker. A refundable $200 bin deposit is required and a 54-hour support cutoff applies.

Trail races at Bear Brook State Park in Allenstown, NH include a variable-distance ultramarathon likely 50k to 100k and a half marathon. The course is GPX only with minimal markings and aid stations are cup free.

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 with technical, hilly terrain, significant elevation gain, aid stations, and drop-bag access.

A community 5K trail run and walk at Skyline Farm on Sunday, September 13, 2026, across fields, hills and woods. The day includes a free kids' 1K fun run, post-event food and music, and prizes for individual and team finishers.

GBTC XC Invite in Carlisle, MA features youth and Open/Masters cross-country races at Great Brook Farm State Park on September 13, 2026. Distances include a 2K youth race and multiple 5K races; registration runs August 1 to September 11.

A mountain run following the Mount Washington Cog Railway tracks to the summit in Bretton Woods, NH, with a 2.75 mile climb or a 5.5 mile roundtrip option, hourly train return from the summit, and a $1,000 prize opportunity.

Experience the summit of Mount Agamenticus with a 5K or 1 mile trail race. Support local conservation efforts while running or hiking through Maine trails and participate in a raffle for all entrants.