City Hub
Events in Annapolis, MD
GrindKit tracks 13 festivals, markets, and vendor opportunities in Annapolis. Built for mobile coffee, food, and beverage operators.
Upcoming (8)
Nov 8, 2026
Chesapeake Bay Bridge Run
Nov 8, 2026
Bay Bridge Run
Dec 6, 2026
Annapolis Chocolate Festival
Dec 6, 2026
Annapolis Chocolate Binge Festival
Dec 13-21, 2026
Annapolis Holiday Market
Dec 19, 2026
Naptown Half Marathon, 10K & 5K
Mar 20, 2027
Oyster Roast and Sock Burning
May 28 – May 29, 2027
Annapolis Irish Festival