Events Calendar

No matter when you come to Annapolis you’ll find plenty to do. Here’s a sampling of yearly events.


New Years Day Resolution Run
City Dock

Plungefest: Polar Bear Plunge


Annapolis Restaurant Week


Eastport Green Beer Races

Annapolis Film Festival

Annapolis Maritime Museum
Oyster Roast & Sock Burning

St Patrick’s Day in Annapolis

Maryland Day

March Madness
Downtown Shopping Event

.05K Run Across Spa Creek Bridge


Opening Day Rockfish Tournament

Annapolis Book Festival

St. John’s vs. US Naval Academy
Croquet Match

Maryland Avenue and State Circle Spring Festival


May Day Baskets Competition

Chesapeake Bay Blues Festival

Naptown BarBayQ

Smithsonian Environmental Research
Center Open House

Downtown Annapolis
Sunday Farmers Market Opens for the Season

US Naval Academy Commissioning Week

US Navy Blue Angels Flyover for Commissioning Week

Wednesday Night Sailboat Races
Begin for the Season

First Sundays – Historic West Street Festivals


Maryland Avenue Irish Festival


Paca Gardens Concert Series Begins

Annapolis Arts Crafts & Wine Festival

Annapolis Greek Festival

June (continued)

Secret Garden Tour


Maryland Avenue Summer Fest

Paint Annapolis

Wednesday Night Sailboat Races

First Sunday Arts Festival

Annapolis Maritime Museum
Concert Series

Friday Night Concerts
at Annapolis Towne Centre

Quiet Waters Park Summer
Concert Series


Fourth of July Fireworks
in Annapolis Harbor


Annapolis Ten Miler Race

Rotary Club of Annapolis Crab Feast
Navy-Marine Corps Memorial Stadium

Annapolis Art Walk


Labor Day Parade

Maryland Avenue Fall Festival

Paint Annapolis


US Sailboat Show
& US Powerboat Show

Oktoberfest in West Annapolis


17th Annual Maritime Republic of Eastport Tug of War
Eastport vs Annapolis


Midnight Madness
Downtown Shopping Event

Grand Illumination:
Lighting of the Holiday Tree

Annapolis Boat lights Parade

Holiday Madness
in West Annapolis

New Years Eve
City Celebration & Fireworks

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