Maine
Maine Trail Running Calendar 2026-2027
Explore the best trail runs in Maine for 2026-2027! Our updated list features 35 exciting trail runs across the region. Find your next trail run in Maine below and join the trail community at these great events!
October 2026
Trail races in Orland, Maine with a 6.2 mile summit route over forested single track and granite slabs, plus a 1 mile fun run to the Dead River. The event supports the Great Pond Mountain Conservation Trust.
Community fundraising hike at Lost Valley where participants repeat climbs over a four hour challenge to raise funds for Tree Street Youth.
A community run at Emmons Preserve in Kennebunkport featuring 5K, 10K trail and a kids fun run with medals, music, family activities and a raffle.
A short 2.5 mile community trail run at Thorne Head Preserve in Bath with river views, limited to 150 runners; proceeds support the Kennebec Estuary Land Trust.
A costumed 5K trail run at Wells Reserve at Laudholm on October 31, 2026, supporting coastal conservation with timing, water stations, T-shirts, and awards.
Quarry Road Trailfest in Waterville on October 31, 2026 features 5 km and 15 km trail races, a free kids fun run, and post-race awards and festivities.
November 2026
Holiday-themed event in Sanford ME featuring an in-person 5K, a kids Turkey Trot on the stadium track, and a virtual 5K plus a costume contest and raffle.
Experience a rugged trail race along the cliffs of Cutler, Maine, featuring a 50K ultra and a 10.5 mile fun run across coastal single track and bog bridging.
December 2026
Free grassroots marathon and half in Millinocket, Maine with USATF certified loop courses, chip timing, volunteer organization and optional donations to cover race expenses.
February 2027
A multi-day ski endurance event at Black Mountain of Maine on the weekend of February 5, 2027, featuring laps on the Allagash trail, mandatory helmets, on-site support, and finisher awards.
July 2027
A Bar Harbor event where competitors eat a whoopie pie every 0.25 mile lap, with solo, relay and endurance divisions.
A Backyard Ultra on Portland's Back Cove Trail where runners repeat an approximately 4.16 mile loop each hour until one runner remains.
A 5K obstacle course at Sunday River Resort in Newry, Maine, featuring ski-trail and wooded terrain with custom built obstacles.
August 2027
A multi-distance trail event on Blue Hill Mountain (Blue Hill, ME) with 5k, 10k, 25k and 50k options, aid stations, and proceeds supporting local conservation and Wabanaki organizations.
September 2027
Backyard ultra race on a 4.2 mile wooded loop in New Gloucester, Maine, with double track, moderate elevation gain, and a $150 registration fee.
A trail festival in Camden, Maine on September 12, 2026 featuring 50K, 20K and 10K courses through Camden Hills State Park with notable elevation gain.