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Maine Walking Events Calendar 2026-2027

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Monthly updates for Maine

Get new walking events (and updates) in your inbox every month.

Explore the best walking events in Maine for 2026-2027! Our updated list features 52 great walks across the region. Find your next walk in Maine below and join the walking community at these great events!

August 2026
Aug
8
Sa

Millside Fitness Bun Run

Road Race Walk
Aug
8
Sa

Rotary Bug Run 5K

Road Race Walk 5 km
Aug
9
Su

Trust Trail Fest

Trail Run Walk
Aug
9
Su

Warrior Run/Walk

Road Race Walk 4 mi
Aug
10
Mo

Portland Sunrise Wish Run

Road Race Walk 5 km 10 km Half Marathon
Aug
15
Sa

The Machias Blueberry Run 5-Mile

Road Race Walk 5 mi
Aug
15
Sa

Save a Stray 5K

Road Race Walk
Aug
16
Su

Westport Island Shore Run 10K

Road Race Walk 4 mi
Aug
22
Sa

Run For Fox Sake 5K

Road Race Walk 3 mi
Aug
22
Sa

Zay Strong Fun Run and Walk

Trail Run Walk
Aug
23
Su

Blueberry Cove Half Marathon

Road Race Walk
Aug
29
Sa

South Portland Food Cupboard - St. Max 5K Road Race

Road Race Walk 5 km
Aug
30
Su

Fairgrounds 5k

Trail Run Walk
September 2026
Sep
5
Sa

Randall's Run/Walk for the Gym 5K

Road Race Walk
Sep
12
Sa

Bar Harbor Bank & Trust Half Marathon

Road Race Walk
Sep
12
Sa

Annual NCC 5K - Newport

Road Race Walk
Sep
13
Su

Skyline Farm 5K Trail Run & Walk

Trail Run Walk 5 km
Sep
19
Sa

Mt. A Trail Challenge

Trail Run Walk
Sep
19
Sa

Cape Split Schoolhouse Run

Road Race Walk 3 mi
Sep
19
Sa

Aroostook House of Comfort's Walk for Hospice

Walk
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