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Trail Running Calendar near Orland 2026-2027

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Explore the top trail runs near Orland for 2026-2027! We've gathered 6 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

Trail Running Calendar United States
September 2026
Sep
12
Sa

Megunticook Trail Festival

Trail Run UTMB 20K/50K 10 km 20 km 50 km
Three trail races in Camden, Maine, including a 50K that covers most park trails plus 20k and 10k routes with substantial elevation and aid stations.
Sep
12
Sa

Tucard

Trail Run 5 km
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.
October 2026
Oct
17
Sa

Frost Fixed-Time Footrace

Backyard Ultra 5 km
Trail footraces at Caribou Bog Outdoor Center on 17 Oct 2026 feature a 5ish K and a 6 hour fixed time event with blue and red loop options where laps earn points for individuals and teams.
Oct
25
Su

Wildlands Summit Run

Trail Run 6 mi
Trail races in Orland, Maine with a 6.2 mile summit route over forested single track and granite slabs, plus a 1 mile fun run to the Dead River. The event supports the Great Pond Mountain Conservation Trust.
July 2027
Jul
3
Sa

Move Free Whoopie Mile

Road Race Trail Run
A playful Bar Harbor event where runners eat a whoopie pie every 0.25 mile, competing solo, in relays, or in an endurance format.
August 2027
Aug
7
Sa

Blue Hill Mountain Trail Fest

Trail Run 5 km 10 km 25 km 50 km
A multi-distance trail race on Blue Hill Mountain featuring technical trails, coastal views, aid stations, and funds directed to local conservation and Indigenous organizations.
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