Events and Things to Do in Annapolis, MD

Saturday, May 2

Featured

Quaker Spring Market Is Saturday! Find Your Next Treasure.

MAY

2

9:00 AM

Annapolis Friends Meeting, 351 Dubois Rd, Annapolis, MD

Join us rain or shine for a vibrant community market featuring garden plants, gourmet baked goods, food from the grill, and...

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Featured

Quaker Spring Market

MAY

2

9:00 AM

351 Dubois Rd, Annapolis, MD

Quaker Spring Market Market features tons of new and gently used items, great food and all receipts go to charity. This market...

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Featured

Live Arts Maryland Presents Timeless Brilliance

MAY

2

7:30 PM

Maryland Hall, 801 Chase St, Annapolis, MD

Experience a dramatic evening of bold and unapologetically powerful music featuring the works of Beethoven. This special...

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Sunday, May 3

Featured

Annapolis Vintage Market

MAY

3

11:00 AM

Vintage Vibe Finds, 40 Hudson St, Annapolis, MD

Let's do it AGAIN!! ANNAPOLIS VINTAGE MARKET-Curated Vintage Market 25 VENDORS FOOD TRUCKS MUSICIAN SUNDAY, MAY 3RD 11AM-4PM ...

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Saturday, May 2

• Quaker Spring Market 9:00 am

  351 Dubois Rd, Annapolis

  
  
• Quaker Spring Market Is Saturday! Find Your Next Treasure. 9:00 am

  Annapolis Friends Meeting, 351 Dubois Rd, Annapolis

  
  
• Live Arts Maryland Presents Timeless Brilliance 7:30 pm

  Maryland Hall, 801 Chase St, Annapolis

  
  
• Free Comic Book Day at Third Eye 2026 9:00 am

  209 Chinquapin Round Rd, Annapolis

  
  
• Learn to Row 10:00 am

  Annapolis Rowing Club, 2822 Solomons Island Rd, Edgewater

  
  
• Brewer Hill Cemetery Tour with Historic Annapolis 1:00 pm

  802 West St, Annapolis

  
  

Sunday, May 3

• 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

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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

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• Self-Care Saturday 10:00 am

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

  
  
• William Paca Garden Plant Sale 10:00 am

  William Paca House and Garden, 186 Prince George Street

  
  
• 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