Maine
Maine Trail Running Calendar 2026-2027
Explore the best trail runs in Maine for 2026-2027! Our updated list features 38 exciting trail runs across the region. Find your next trail run in Maine below and join the trail community at these great events!
September 2026
Trail races in Camden, Maine featuring a 50K, a 20k and a 10K across Camden Hills State Park with steep, rocky trails and notable elevation gain.
A flexible, waypoint-based trail event in Orono, Maine where racers choose their route between fixed start and finish points while supporting public access to private lands.
Trail races in Oxford, Maine on September 12, 2026 featuring a 13.1 mile half and a 4 mile race, with proceeds benefiting the Western Foothills Land Trust.
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 across fields, rolling hills and woods, with a free kids 1K, after-race food, music and prizes.
A community-focused 5K in Arundel on 09/13/2026, starting at Bentley's Saloon and running through Bentley's Campground, with complimentary T-shirts and medallions.
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.
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 on the ACT Multi-Purpose Trail and Eastern Trail in Arundel offering 5k, 10k, a half marathon, medals, shirts, live music, food, and a free kids bike race.
Trail loop event at Wolfe's Neck Farm in Freeport with a roughly five mile loop and 50, 30 and 10 mile options on dirt trails.
A 21k trail race on Pleasant Mountain in Bridgton, ME featuring steep ridge climbs, technical single track, one aid station, and an afterparty with food, beer 21+, and live music.
Trail running in the Machias River Preserve on September 27, 2026 offering an eight mile point to point course or a two person relay with 4.8 and 3.2 mile legs.
A 5K held at Bowdoin College on September 27 2026 featuring a two-lap grass and dirt trail course around the Pickard Field complex with a $20 entry fee.
October 2026
Experience a scenic trail run or walk through the Northeast Equine Sanctuary in Maine. Enjoy yoga sessions and a vegan BBQ while supporting animal welfare among beautiful horses and autumn foliage.
A 25K trail race on October 3, 2026 at Edwin L Smith Preserve in Kennebunkport with proceeds benefiting the Kennebunkport Conservation Trust.
A trail 5k at Oxbow Beer Garden in Oxford, Maine on October 4, 2026 benefiting Mission Working Dogs, using local ski trails and a connector to the training center.
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.
Trail races in Sullivan, Maine on October 10, 2026 across Baker Hill and Long Ledges with distances 52K, 17K, 12K and 6K; cupless race and limited on-course support.
A 3.1 mile obstacle and fitness course in Wiscasset with at least ten moderate obstacles over uneven terrain, water and mud; pre registration available, fee $45.
A 100k trail run and bike event in Norway, Maine on October 11, 2026 combining 25k running and 75k cycling across six trail systems to benefit local nonprofits.