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Trail Running Calendar near Auburn 2026-2027

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Explore the top trail runs near Auburn 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.

September 2026
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.
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.
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
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.
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.
A coastal 5K at Hermit Island Campground supporting Marine Mammals of Maine, with timed and untimed in-person runs, a weeklong virtual 5K, a kids 1-mile fun run, raffle, and prizes for top human and canine finishers.
A 32.5 mile five lap trail ultra in Windham, ME on Red, Blue and Purple trails with two aid stations per loop and volunteer support.
A fundraising community event at Lost Valley in Auburn where participants climb the access road repeatedly over four hours to raise money for Tree Street Youth.
A short, non-competitive 2.5 mile trail run at Thorne Head Preserve with river views, a fall breakfast, finisher mugs, and proceeds supporting local trails and education.
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