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Walking Events Calendar near Old Orchard Beach 2026-2027

Explore the top walking events near Old Orchard Beach for 2026-2027! We've gathered 22 great walks in the area. Check out our detailed list below to find your next local walk.

October 2026
Oct
31
Sa

Holistic Hustle

Trail Run 5 km
Oct
31
Sa

I Heart Biddeford 5K

5 km
November 2026
Nov
7
Sa

Mingle Jingle Run

Road Race Trail Run 5 km
Nov
7
Sa

Portland Waterfront 5K

5 km
Nov
7
Sa

Trot For Catholic Education 5K

5 km
Monthly updates for Old Orchard Beach

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Nov
7
Sa

ACT Trail Fest

Trail Run 5 km 10 km Half Marathon
Nov
8
Su

Kick Out Mesothelioma 5-Miler In Memory of John W. Griffin

3 mi
Nov
8
Su

Henry's Crusade against Epilepsy

Nov
14
Sa

Lyseth 5K Fun Run

5 km
Nov
21
Sa

Powderhouse Hill Climb Challenge

Trail Run Backyard Ultra
Nov
22
Su

Westbrook High School Turkey Trot 5K - Westbrook

5 km
Nov
26
Th

Kennebunk Outfitters Turkey Trot 5K

3 mi
Nov
26
Th

Savage Family Turkey Trot 5K (Run/Walk)

5 km
December 2026
Dec
19
Sa

Seaside Santa Dash

5 km
June 2027
Jun
5
Sa

York Hospital 5K

5 km
July 2027
Jul
11
Su

Windham Center 5K

5 km
Jul
17
Sa

Westbrook Strong 5K

5 km
August 2027
Aug
8
Su

Blue Lobster 4-Miler

4 mi
September 2027
Sep
4
Sa

Randall's Run/Walk for the Gym 5K

5 km
Sep
19
Su

Almost Half Way to St. Patrick's Day 5K

5 km
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