Kennebunkport
Trail Running Calendar near Kennebunkport 2026-2027
Explore the top trail runs near Kennebunkport for 2026-2027! We've gathered 14 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
September 2026
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 with food..
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.
Trail races of 5k, 10k and half marathon on the Arundel Community Trails with medals, shirts, live music and a kids bike race.
October 2026
A 25K trail race at Edwin L. Smith Preserve in Kennebunkport, ME on October 3, 2026, with proceeds benefiting the Kennebunkport Conservation Trust and registration capped at 100.
Trail running at Tibbetts Field in Madbury includes a 5K and a 1 mile fun run over natural terrain through Powder Major Forest, with proceeds supporting youth recreation scholarships.
Holistic Hustle in Kennebunkport features a timed 5K, a trail 10K and a kids half mile fun run at Emmons Preserve on October 31, 2026. The community fundraiser includes music, family activities, finishers medals and a raffle.
A costumed, timed 5K trail run at Wells Reserve at Laudholm on October 31, 2026 that raises funds for coastal conservation and restoration.
April 2027
Annual fundraising run at Odiorne Point State Park featuring a chip timed 5K, kids runs, race shirts, prizes, and a post event beach cleanup.
July 2027
Back Cove Backyard Ultra in Portland ME sends runners on repeated 4.16 mile loops around Back Cove Park each hour until only one runner remains.