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Walking Events Calendar near Annapolis 2026-2027

Monthly updates for Annapolis

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

Explore the top walking events near Annapolis for 2026-2027! We've gathered 83 great walks in the area. Check out our detailed list below to find your next local walk.

April 2027
Apr
3-4
Sa - Su

Credit Union Cherry Blossom

Road Race Walk 5 km
Walkers can choose the 5K run/walk or the 10 Mile course. Both take place in Washington, DC, with the 10 Mile beginning on the Washington Monument Grounds. Race weekend includes an expo and packet pickup at the National Building Museum.
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.
May 2027
May
8
Sa

Go Gray in May

Road Race Walk 5 km
Walkers can choose a 5K route starting at 137 National Plaza in National Harbor, MD. Organizers provide short and long walk paths with water and fruit stations and first aid kits.
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