Wiscasset
Trail Running Calendar near Wiscasset 2026-2027
Explore the top trail runs near Wiscasset for 2026-2027! We've gathered 7 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
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 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 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 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.