A group of people wearing crab hats sitting around a table picking crabs

Annual Events & Festivals in Annapolis & Anne Arundel County

 

What is Annapolis Known For?

We get that question a lot; thankfully, we have curated some of our most popular events and festivals for you to discover here in the heart of Maryland.

Besides our historic charm and travel-friendly airport code, BWI (Baltimore Washington Thurgood Marshall Airport), there is much to see and do in this beautiful seaside town. Annapolis & Anne Arundel County are ideally situated on the Chesapeake Bay, which makes it perfect for concerts, parades, romantic getaways, family trips, and festivals.

Discover the best of the Chesapeake Bay on your next adventure to Annapolis & Anne Arundel County!

    A person holds a rainbow flag beneath a rainbow balloon arch.

    Annapolis Pride Parade & Festival

    Let's Go Music Festival Lineup Details

    Let's Go! Music Festival

    Batik workshop at Annapolis Arts Week

    Annapolis Arts Month

    A group of black people in costumes march in the Juneteenth parade in Annapolis, MD.

    Annapolis Juneteenth Parade & Festival

    4th of July Boating Event

    4th of July Weekend

    A group of people wearing crab hats sitting around a table picking crabs

    Annapolis Crab Feast

    Navy Football Stadium, Midshipmen line up on the field before a game

    USNA Football

    two men in Medeival garb at a renaissance festival

    Renaissance Festival

    A view of an outdoor festival

    Kunta Kinte Heritage Festival

    an aerial view of a harbor and waterfront with a stage lit up at night

    Annapolis Songwriters Festival

    A man holds out a Maryland Blue Crab

    Maryland Seafood Festival

    a bird's eye view of the Annapolis Baygrass Festival at Sandy Point State Park

    Annapolis Baygrass Festival

    Aerial view of Annapolis harbor during sailboat show with loads of boats looking out across the water to the Chesapeake Bay

    United States Boat Shows

    USA BMX

    USA BMX East Coast Nationals

    Runners running across the Chesapeake Bay Bridge

    Bay Bridge Run

    A Christmas tree lit up at night on a rainy streetfront.

    Winter in Annapolis

    An assortment of chocolate truffles

    Annapolis Chocolate Binge Festival

    Eastport Yacht Club lights Parade along the Annapolis City Dock

    Eastport Yacht Club Lights Parade

    Images of runners running in previous run

    Naptown Half Marathon & 10K/5K

    Navy Marine Corps Stadium field on game day at Military Bowl 2019

    Military Bowl

    Annapolis Restaurant Week_A Foodie Paradise

    Annapolis Restaurant Week

    St. Patricks Day Parade

    St. Patrick's Parade and Festival

    Annapolis Film Festival 2025

    Annapolis Film Festival

    Maryland flag in yellow and red

    Maryland Day

    Sailboats and catamarans lined up in the water with flags flying up the mast.

    Annapolis Spring Sailboat Show

    May Day

    May Day in Annapolis

    Blue Angel air show flying in 5 opposite directions over U.S. Naval Academy

    Commissioning Week

    A street with dining tables and people,twinkle lights hung up during a sunset in Annapolis

    Summer in America's Sailing Capital

    Experience the best of summer in Annapolis, Maryland! From vibrant outdoor festivals to waterfront activities and live performances, there's something for everyone to enjoy. Explore local events, discover new attractions, and make lasting memories during the sunny season. Whether you're into...

    Plan Your Summer Adventure

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