Brewster
Walking Events Calendar near Brewster 2026-2027
Monthly updates for Brewster
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Explore the top walking events near Brewster for 2026-2027! We've gathered 8 great walks in the area. Check out our detailed list below to find your next local walk.
July 2026
August 2026
A 5K Carnival Walk along the full length of Commercial Street in Provincetown welcomes walkers of any pace, passing the towns main drag and carnival atmosphere. Walkers meet in front of Harbor Hotel, 698 Commercial St., where coffee is provided.
September 2026
Walkers can use the 5K route from First Encounter Beach along rolling hills on Samoset Road, with free beach parking and bib pickup day prior and race morning.
Walkers can take part in the 5k (scenic 3.1 mile) route around Sandwich Marina and the beach, starting and finishing at Stop & Shop Plaza, 65 Rt 6A, Sandwich MA. Walkers go alongside the running race; runners leave the start first.
October 2026
Walkers can do the in person or virtual 5K from 120 Main Street in Buzzards Bay, with parking at the Buzzards Bay Recreation Area lot. The in person USATF course has professional chip timing and bib pickup a few steps down the road at 120 Main St..
November 2026
The event offers a community 5k road walk starting at The Dennis Inn on Scarsdale Rd with parking at the Dennis Playhouse alongside the run.