Maine
Maine Trail Running Calendar 2026-2027
Explore the best trail runs in Maine for 2026-2027! Our updated list features 28 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
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.
Costumed 5K trail run at the Wells Reserve at Laudholm on October 31 2026 supporting coastal research and stewardship, timed with awards and water stations.
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.
ACT Trail Fest in Arundel, Maine features 5K, 10K and half marathon trail races, a free kids bike race, live music, food and shuttled parking.
Trail race in Cutler, Maine featuring a 50K ultra and a 10.5 mile fun run on a figure 8 single track course with mandatory gear and limited entries.
Community fundraiser at Powderhouse Hill in South Berwick with flexible hill climbs, BBQ, campfire, T-shirt, raffles and optional fundraising for the Marshwood Ski Team.
December 2026
Organized by volunteers, this free USATF-certified marathon and half in Millinocket, Maine runs a 13.1-mile loop over gravel and pavement; donations support race expenses.
February 2027
An on-site ski endurance event in Rumford, ME on the Allagash Trail featuring repeated laps up a 1.5 mile climb with mandatory safety gear and on-site support.
A 5 Miler running event in Pownal, Maine on February 7, 2027, organized by Trail Monster Running; registration opens November 1, 2026.
March 2027
Noncompetitive 5K across the frozen Moosehead Lake from East Cove in Greenville, passing the Mile Light, with proceeds supporting the 2027 Moosehead Marathon.
June 2027
A 6 mile trail race at Bradbury Mountain State Park in Pownal, ME, limited to 140 runners, with course rules, shirts, prizes, and series awards.
July 2027
Eat a whoopie every quarter mile while running timed solo, relay, or endurance laps on a short campus loop in Bar Harbor.
Back Cove Backyard Ultra in Portland, ME has participants run an approximately 4.16 mile loop each hour on the Back Cove Trail until only one runner remains.
A 9 mile two lap trail race on Bradbury Mountain State Park featuring hilly technical single track, capped at 140 runners and organized by nonprofit Trail Monster Running.
A 5K obstacle course at Sunday River Resort in Newry, Maine, featuring ski-trail and wooded terrain with custom built obstacles.
August 2027
Multi-distance trail event in Blue Hill ME with 50k, 25k, 10k and 5k routes on Blue Hill Mountain and proceeds supporting local conservation groups.
A twisting 12 mile single track trail race at Bradbury Mountain State Park on August 8, 2027 with a 140 runner field cap and a 3 hour 36 minute cutoff.
Trail races in Windham, ME with 13M, marathon and 50K on technical single track loops, two aid stations, and custom participant swag.