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Trail Running Calendar near Waldoboro 2026-2027

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Explore the top trail runs near Waldoboro for 2026-2027! We've gathered 4 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
Aug
22
Sa

Zay Strong Fun Run and Walk

Trail Run Walk 5 km
A charity event at Medomak Valley High School with an untimed 1 mile walk, a 5K trail race, and a virtual 5K, with proceeds benefiting Boston Children’s Hospital.
September 2026
Sep
12
Sa

Megunticook Trail Festival

Trail Run 10 km 20 km 50 km
Three trail races in Camden Hills State Park offering 50K, 20K and 10K courses with significant elevation and coastal views.
October 2026
Oct
11-17
Su - Sa

Ocean Commotion 5K

Trail Run Walk 3 mi
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.
Oct
31
Sa

Thorne Head Trail Run

Trail Run Walk 4 km 3 mi
A small community 2.5 mile trail run at Thorne Head Preserve on October 31, 2026, with river views, a fall breakfast, and proceeds supporting local trails.
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