Events and Things to Do in Annapolis, MD

Saturday, May 16

Featured

City of Baltimore: Preakness Race Course 1 Mile 3/16, The "Charm'tastic Mile" 1.3 Miles in Length

MAY

16

11:30 AM

Baltimore, MD

City of Baltimore: Preakness Race Course 1 Mile 3/16, The "Charm'tastic Mile" 1.3 Miles in LengthMay 16, 2026 - The...

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Featured

Live Arts Maryland Presents A Musical Melting Pot

MAY

16

7:30 PM

Live Arts Maryland Studio, 2002 Annapolis Mall Rd, Annapolis, MD

Get ready for a genre-hopping night of unforgettable music at Live Arts Studio. A Musical Melting Pot brings Broadway stars...

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Sunday, May 17

Featured

Martial Unity Special Training (M.U.S.T.): A Full Day of Skill‑Building

MAY

17

9:30 AM

Jing Ying Institute of Kung Fu & Tai Chi, 1195 Baltimore Annapolis Blvd, Arnold, MD

Martial Unity Special Training (M.U.S.T) Saturday, May 17 (9:30am-5:30pm) Registration: ...

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Friday, May 22

Featured

Live Arts Maryland Presents Paul Cullen

MAY

22

7:30 PM

Live Arts Maryland Studio, 2002 Annapolis Mall Rd, Annapolis, MD

Good times with Bad Company. Join Paul Cullen for an evening of music, wine, and stories at the Live Arts Studio on Friday, May...

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Saturday, May 16

• City of Baltimore: Preakness Race Course 1 Mile 3/16, The "Charm'tastic Mile" 1.3 Miles in Length 11:30 am

  Baltimore

  
  
• Live Arts Maryland Presents A Musical Melting Pot 7:30 pm

  Live Arts Maryland Studio, 2002 Annapolis Mall Rd, Annapolis

  
  
• Mansions and Merchants Tour 10:00 am

  Hammond-Harwood House, 19 Maryland Ave, Annapolis

  
  
• Learn to Row 10:00 am

  Annapolis Rowing Club, 2822 Solomons Island Rd, Edgewater

  
  
• Mr. Paca’s Garden Storytime: Mommy Time 10:00 am

  William Paca House & Garden, 186 Prince George St, Annapolis

  
  
• Downsizing & 55+ Living Resource Expo 11:00 am

  222 Severn Ave, Annapolis

  
  
• African Americans in the Revolutionary War 11:00 am

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

  
  
• Painting the Hammond Harwood House Spring Garden in Watercolor 1:00 pm

  Hammond-Harwood House, 19 Maryland Ave, Annapolis

  
  
• Artist Reception - Lochini Johnston 4:00 pm

  Annapolis Pearl Gallery, 32 West St, Annapolis

  
  
• Reflex Improv: Make a Scene! 7:30 pm

  Unity by the Bay, 4 Pointless Forest Trail, Annapolis, MD, 21409

  
  

Sunday, May 17

• Martial Unity Special Training (M.U.S.T.): A Full Day of Skill‑Building 9:30 am

  Jing Ying Institute of Kung Fu & Tai Chi, 1195 Baltimore Annapolis Blvd, Arnold

  
  
• Where there’s hope … 11:30 am

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

  
  
• Colonial Garden Party 12:00 pm

  William Paca House & Garden, 186 Prince George St, Annapolis

  
  
• Taste of Spring on West Street 1:00 pm

  53 West St, Annapolis

  
  
• Taste of Spring on West Street 1:00 pm

  53 West St, Annapolis

  
  
• Pop Up Tennis Festival 4:00 pm

  Truxtun Park, 1229 Truxtun Park Rd, Annapolis

  
  

Tuesday, May 19

• Mr. Paca’s Garden Storytime: Mommy Time 10:00 am

  William Paca House & Garden, 186 Prince George St, Annapolis

  
  
• Women, Wine, & Wisdom™ - Tax Update 7:00 pm

  33 West St, Annapolis

  
  

Wednesday, May 20

• Framing and Finishing: Woodworking in the Colonial Age 9:00 am

  Hammond-Harwood House, 19 Maryland Ave, Annapolis

  
  
• GLOBAL's AcceptabilityGala 6:00 pm

  JW Marriott Washington, DC, 1331 Pennsylvania Ave NW, Washington