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Walking Events Calendar near Queenstown 2026-2027

Explore the top walking events near Queenstown for 2026-2027! We've gathered 18 great walks in the area. Check out our detailed list below to find your next local walk.

October 2026
Oct
10
Sa

Tom McHugh Arts Scholarship 5K

5 km
Oct
10
Sa

PRO-Vision Memorial Run

Oct
11
Su

Chestertown Challenge Half Marathon

3 mi
Oct
24
Sa

RTB Fair Winds 5K/Fun Run

5 km
Oct
25
Su

Fore the Fun 5K - Queenstown

5 km
Monthly updates for Queenstown

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November 2026
Nov
7
Sa

Stride for SPAN Turkey Trot - Millersville

Nov
7
Sa

Chesapeake Patriot 5K Run and 1K Walk

Nov
8
Su

Bay Bridge Run

10 km
Nov
14
Sa

Shrewsbury Fall Fest & Run

5 km
Nov
24-28
Tu - Sa

YMCA of the Chesapeake Turkey Trot Charity 5K

3 mi
Nov
26
Th

North Shore Turkey Trot

Nov
26
Th

LMBC Turkey Trot - Severna Park

December 2026
Dec
5
Sa

Jingle Bell Run/Walk - Annapolis

3 km
March 2027
Mar
7
Su

Hot Chocolate 5K - Stevensville

5 km
Mar
13
Sa

Chapman Farm St. Patrick's Day Fun Run

May 2027
May
22
Sa

Run the Vineyards - Harvest Ridge Winery

Trail Run
September 2027
Sep
10-12
Fr - Su

Annapolis Run for The Light House

Sep
12
Su

Stefanie Ashdown Memorial Do Your Best 5K Run & 1 Mile Walk

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