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Events in Annapolis, MD

GrindKit tracks 9 festivals, markets, and vendor opportunities in Annapolis. Built for mobile coffee, food, and beverage operators.

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Upcoming (9)

Aug 29 – Oct 25, 2026
Maryland Renaissance Festival
Community
Aug 30, 2026
Annapolis Ten Mile Run
Sports
Sep 12-13, 2026
Maryland Seafood Festival
Community
Sep 19-20, 2026
Annapolis Baygrass Music Festival
Festivals
Sep 20, 2026
Annapolis RUN for The Light House
Sports
Nov 8, 2026
Chesapeake Bay Bridge Run
Sports
Dec 6, 2026
Annapolis Chocolate Binge Festival
Community
Mar 20, 2027
Oyster Roast and Sock Burning
Community
May 28 – May 29, 2027
Annapolis Irish Festival
Community