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Walking Events Calendar near Chestertown 2026-2027

Monthly updates for Chestertown

Get new running races (and updates) in your inbox every month.

Explore the top walking events near Chestertown for 2026-2027! We've gathered 43 great walks in the area. Check out our detailed list below to find your next local walk.

December 2026
Dec
16
We

BRRC Winter Solstice 34th Street Fun Run

Road Race Walk
Walkers can use 2 miles, 3 miles, or 4 miles routes starting and signing in at Waverly Brewing, 1625 C Union Ave, Baltimore, with a route passing the 34th Street Christmas lights; free to BRRC members and guests.
Dec
19
Sa

Reindeer Run - Aberdeen

Road Race Walk 5 km
Walkers can choose the 3.11 Miles Run/Walk or the family friendly 1 Miles fun course, both based at Aberdeen Festival Park. The certified, fast and flat course suits walkers of all paces and offers day of packet pickup and mailed packets.
April 2027
Apr
10
Sa

Races for the Oasis

Road Race Walk 5 km
Walk options include 5K and 1 mile routes through the Maryland Zoo, starting at 1 Safari Place in Baltimore. Walkers have access to 200 free zoo tickets and reduced price tickets, and the community friendly event welcomes all ages.
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