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Walking Events Calendar near Annapolis 2026-2027

Monthly updates for Annapolis

Get new walking events (and updates) in your inbox every month.

Explore the top walking events near Annapolis for 2026-2027! We've gathered 97 great walks in the area. Check out our detailed list below to find your next local walk.

August 2026
Aug
8
Sa

5K Series Family Fun Run - Baltimore

Road Race Walk
Aug
9
Su

Beat the Heat Maryland Indoor 5K

Road Race Walk
Aug
15
Sa

Blaze the Peninsula 5K Fun Run

Road Race Walk 5 km
Aug
16
Su

Summer District 5K & Half

Trail Run Walk
Aug
17
Mo

DC Half Way to Half Party

Road Race Walk 2 mi 3 mi
Aug
22
Sa

PanCan Twilight 5k

Road Race Walk 2 mi 5 km
Aug
29
Sa

The FNR 10K - DC

Road Race Walk
September 2026
Sep
5
Sa

Emancipation Day 5K

Road Race Walk 5 km
Sep
5
Sa

Ellicott City Labor Day 10K

Road Race Trail Run Walk
Sep
12
Sa

9-11 Memorial 5K & Half

Trail Run Walk
Sep
12
Sa

Journey to ExSCellence 5K Walk/Run

Road Race Walk
Sep
12
Sa

Tekau's Heart Memorial 5K Run

Road Race Walk
Sep
12
Sa

US Road Running - Camp Springs

Road Race Walk
Sep
13
Su

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

Road Race Walk
Sep
13
Su

The Peake Run 10K

Road Race Walk
Sep
19
Sa

Walk & 5K to End HIV

Road Race Walk
Sep
19
Sa

Jessica Meredith Jacobsen Memorial 5k

Road Race Walk
Sep
19
Sa

Rep Your Run Crew

Road Race Walk
Sep-Oct
19-3
Sa

My Sole Knows 5k

Road Race Walk 3 mi
Sep
19
Sa

Little Sisters of the Poor Nun Run 5K - Baltimore

Road Race Walk
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