Trail Running Calendar Maine 2026-2027

Trail races of 5k and 10k on Kennebunkport Conservation Trust trails, starting and finishing at the Trust headquarters. A post race festival on the Emmons Preserve features music, food, a beer tent, and family activities.

A rugged trail race at Bradbury Mountain State Park in Pownal, Maine, featuring a twisting 12 mile single-track loop with rocks, roots and hills. The event is the third race in a capped series organized by a nonprofit volunteer group.

Trail races in Windham, ME on technical single-track loops with 13M, marathon, and 50K options; two aid stations, on-course markings, wood carved finisher medals, and a required participant donation to local trail nonprofits.

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.

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.

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..

Three trail races in Camden Hills State Park present 10K, 20K and 50K courses around Mount Megunticook, with routes ranging from steep singletrack to wide gravel trail and an Indigenous land acknowledgement and giving option.

A trail event in Orono, Maine on September 12, 2026 offering a Full TUCARD with all waypoints and a miniTUC with one waypoint. Limited to 100 total entries, categories include free registration for Wabanaki tribal members.

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.

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.

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.

A looped trail ultra at Wolfe's Neck Farm in Freeport, ME, on a just over 5 mile dirt loop with stairs, bridges, and about 570 feet of gain per loop. Distances include 50 mile, 30 mile, and 10 mile options.

A 21k trail race on Pleasant Mountain in Bridgton, Maine on September 27, 2026. The route includes steep climbs, technical single track, one aid station, and a postrace gathering with food, beer for 21 plus, and live music.

Trail runs in Whitneyville on 27 September 2026 with 8 mile and 2.5 mile courses through the Machias River Preserve, post race potluck, awards across age groups, and a raffle for a $100 gift certificate.

A 25K trail race at the Edwin L. Smith Preserve in Kennebunkport, Maine on October 3, 2026, with proceeds to the Kennebunkport Conservation Trust. Registration is limited to 100 entrants and includes a shirt if registered by September 5.

The 26th North American Wife Carrying Championship returns to Sunday River in Newry, Maine on October 10, 2026. Teams of one man and one woman race a 278 yards obstacle course with log hurdles, a sand trap, and the Widow Maker water hazard.