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Walking Events Calendar near Chestertown 2026-2027

Explore the top walking events near Chestertown for 2026-2027! We've gathered 82 great walks in the area. Check out our detailed list below to find your next local walk.

November 2026
Nov
15
Su

Zoo Zoom - Run with the Herd 5K

5 km
Nov
15
Su

Harford County Running Club Sunday Run Series

Road Race Trail Run 5 km
Nov
21
Sa

Dan Rankin Memorial 5K

5 km
Nov
22
Su

Girls on the Run Greater Chesapeake 5K

5 km
Nov
22
Su

Girls on the Run Delaware Northern 5K Celebration

5 km
Monthly updates for Chestertown

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Nov
22
Su

Survivor Day Trot 5K

5 km
Nov
22
Su

Girls on the Run Central Maryland Cecil and Harford 5K

5 km
Nov
22
Su

Harford County Running Club Sunday Run Series

Road Race Trail Run 5 mi
Nov
26
Th

North Shore Turkey Trot

Nov
26
Th

LMBC Turkey Trot - Severna Park

Nov
26
Th

Fightin' 55 Turkey Trot 5K - Havre de Grace

Nov
29
Su

Baby Yoda 4 Miler

4 mi
December 2026
Dec
5
Sa

US Road Running - Bel Air

Dec
5
Sa

Jingle Bell Run - Baltimore, MD

Dec
5
Sa

Wild Winter Run

Trail Run 5 km
Dec
5
Sa

Jingle Bell Run/Walk - Annapolis

3 km
Dec
6
Su

Hot Chocolate Run - Bel Air

5 km
Dec
6
Su

Angel Park Jingle All The Way 5K & 1 Mile Family Fun Run

Dec
12
Sa

Jingle Hills Run - Bel Air

4 mi
Dec
16
We

BRRC Winter Solstice 34th Street Fun Run

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