Events and Things to Do in Annapolis, MD

Sunday, May 3

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Sunday, May 3

  • The Charm'tastic Mile Louisville & Baltimore L-THE MILE Logo Poster for Triple Crown City Travel 10:45 am

    Baltimore


  • Annapolis Vintage Market 11:00 am

    Vintage Vibe Finds, 40 Hudson St, Annapolis


  • First Sunday Arts Festival 11:00 am

    53 West St, Annapolis


  • Navigating Difficult Conversations through a Faith Lens 11:30 am

    St. Anne’s Episcopal Church’s Parish Hall, 199 Duke of Gloucester Street, Annapolis, MD 21401


Monday, May 4

  • Women & Investing Workshop 6:00 pm

    Zoom


Wednesday, May 6

  • Sam Hoadley of Mt Cuba to Talk About Latest Trials 6:30 pm

    St. Anne's Parish, 199 Duke of Gloucester St, Annapolis


Thursday, May 7

  • 2026 Anne Arundel County Executive Candidates Forum 5:15 pm

    Michael E. Busch Annapolis Library, 1410 West St, Annapolis


Friday, May 8

  • Almost 7:30 Democratic Breakfast Club--Anne Colt Leitess, State's Attorney, AAC 7:30 am

    Eastport Democratic Club, 525 State St, Annapolis


Saturday, May 9

  • Second Saturday Divorce Workshop - Annapolis 9:00 am

    Zoom


  • William Paca Garden Plant Sale 10:00 am

    William Paca House and Garden, 186 Prince George Street


  • Self-Care Saturday 10:00 am

    Park Books Place: Community Space, 579 Baltimore Annapolis Blvd, Severna Park


  • Asian Americans in the Revolutionary War 11:00 am

    Hogshead Trades Museum, Historic Annapolis, 43 Pinkney St, Annapolis


  • The Bay Winds Band 2:00 pm

    Michael E. Busch Annapolis Library, 1410 West St, Annapolis


  • Leading Ladies of Liberty: Songs from the Lives and Legacies of America’s First Women 7:00 pm

    19 Maryland Ave, Annapolis


  • A Midsummer Night's Dream Student Auditions 11:00 pm

    Compass Rose Theater, 801 Chase St, Annapolis


Sunday, May 10

  • William Paca Garden Plant Sale 12:00 am

    William Paca House and Garden, 186 Prince George Street


  • Navigating Difficult Conversations about Money 11:30 am

    St. Anne’s Episcopal Church's Parish Hall, 199 Duke of Gloucester Street, Annapolis, Md.


Tuesday, May 12

  • Road Map to Retirement: Top IRA Planning Mistakes to Avoid 6:00 pm

    Zoom


  • Virtual Lecture – Crafting the Golden Age: The Architectural World of Pre-Revolutionary Annapolis 7:30 pm

    Zoom Meeting


Wednesday, May 13

  • Jane Austen Tour 2:00 pm

    Hammond-Harwood House, 19 Maryland Ave, Annapolis