Trail Running calendar near Bridgton 2026-2027

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.

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 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 ultramarathon and half marathon in Bear Brook State Park, Allenstown NH on September 12, 2026. The ultramarathon distance varies year to year and the course is GPX only with minimal course markings.

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.

Trail race at Boulder Beach State Park in Groton, VT on September 12, 2026. Organized by Onion River Outdoors, it offers 25K and 12K distances; limited cell service means bring cash or check for day of purchases.

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.

A mountain run on the Mount Washington Cog Railway route with summit and roundtrip options, steep climbing and variable alpine weather. Summit finishers receive a train descent ticket and aid stations provide drinks and snacks.

A remote trail event in Stark, New Hampshire with 50 mile, 25 mile and 25K courses along the Kilkenny Ridge Trail. Routes are unmarked, require navigation and mandatory gear, and include backcountry aid stations and shuttle logistics.

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.

A community 5K trail race in Hooksett that runs from Heads Pond trail through wooded conservation land to the Hooksett Public Library. A separate 0.5 mile kids fun run is available and proceeds 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.