Fairs & Festivals in Annapolis
9 events in Annapolis, Maryland for 2026.
4.6(145)In 11 daysAnnapolis First Sunday Arts Festival
A craft fair in Annapolis.
RecurringIn 16 daysAnnapolis Rotary Crab Feast
Known as the world's largest crab feast, this all-you-can-eat Annapolis institution has packed Navy-Marine Corps Memorial Stadium since 1946.
4.6(145)Annapolis Sunday Arts Festival
This festival will feature live music and entertainment, over 100 artists and artisans, food vendors, and more.
RecurringMaryland Seafood Festival
A Chesapeake Bay tradition since 1966, drawing seafood lovers to Sandy Point State Park for crab, oysters, shrimp, and locally caught fish prepared dozens of ways.
RecurringKunta Kinte Heritage Festival
Annapolis's annual celebration of African, African American, and Caribbean heritage, honoring the legacy of Kunta Kinte and the perseverance of enslaved people brought to Maryland's shores.
Annapolis Fall Sunday Arts Festival
This festival will feature live music and entertainment, over 100 artists and artisans, food vendors, and more.
4.6(117)Annapolis Fall Powerboat Show
It will feature latest makes and models of powerboats from the manufacturers around the globe.
4.6(117)Annapolis Fall Sailboat Show
IIt will feature latest makes and models of sailboats from the manufacturers around the globe.
Annapolis Holiday Arts Festival
A craft fair in Annapolis.