Events and Things to Do in Annapolis, MD

Friday, September 18

Featured

Tai Chi Walking (In person)

SEP

18

7:00 PM

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

Learn how this ancient practice can improve health and longevity! End your week with this stress-reducing workshop (tai chi...

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Sunday, September 20

Featured

Annapolis Fall Italian Festa 2026

SEP

20

10:00 AM

620 Ridgely Ave, Annapolis, MD

620 Ridgely Avenue, Annapolis, MD 21401 Sunday, September 20 | 10 AM – 3 PM | Rain or Shine Public Event · Everyone Welcome...

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Featured

Inner Peace Summit: A Day to Recharge. Reconnect.

SEP

20

12:00 PM

Chantilly, VA

Take a break from the chaos in the DMV & dive into a chill day. Surround yourself with positive & forward thinking people....

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Thursday, September 17

• New Village Academy Open House 5:00 pm

  New Village Academy, 2280 Annapolis Mall Rd, Annapolis

  
  
• Historic Annapolis Book Club 5:00 pm

  Museum of Historic Annapolis, 99 Main St, Annapolis

  
  

Friday, September 18

• Tai Chi Walking (In person) 7:00 pm

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

  
  
• You're a Good Man, Charlie Brown 7:30 pm

  2002 Annapolis Mall Rd, Annapolis

  
  

Saturday, September 19

• Malachi Water Wind Woods Foundation Music & Arts Festival 12:00 pm

  Lurman Woodland Theatre, 425 Bloomsbury Ave, Catonsville

  
  
• Hispanic Heritage at Safeway! - Annapolis, MD 12:00 pm

  1781 Forest Dr, Annapolis

  
  
• Navy Men’s Soccer vs Boston University 1:00 pm

  Glenn Warner Soccer Facility, Naval Academy

  
  
• 21st Annual Boatyard Beach Bash 4:00 pm

  Annapolis Maritime Museum & Park, 723 Second St, Annapolis

  
  
• Ballet in the Garden 5:00 pm

  Hammond-Harwood House, 19 Maryland Ave, Annapolis

  
  

Sunday, September 20

• Annapolis Fall Italian Festa 2026 10:00 am

  620 Ridgely Ave, Annapolis

  
  
• Inner Peace Summit: A Day to Recharge. Reconnect. 12:00 pm

  Brahma Kumaris Meditation Museum - VA, 14020 Thunderbolt Rd., Chantilly, VA

  
  
• Annapolis RUN for The Light House - HALF | 5k | walk 8:00 am

  600 Quiet Waters Park Rd, Annapolis

  
  

Monday, September 21

• Generational Wealth Transfer 6:00 pm

  Zoom

  
  

Tuesday, September 22

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

  Rams Head Tavern, 33 West St, Annapolis

  
  

Saturday, September 26

• Anne Arundel County Literacy Council Book Fair 10:00 am

  2002 Annapolis Mall Rd, Annapolis

  
  
• Living History on Pinkney Street: Civil War First Maryland Volunteer Infantry Regiment 10:00 am

  Hogshead Trades Museum, 43 Pinkney St, Annapolis, MD, 21401

  
  
• Kunta Kinte Heritage Festival 2026 12:00 pm

  Navy Marine Stadium, Annapolis, Maryland 21401

  
  
• Navy Women’s Soccer vs Colgate 12:00 pm

  Glenn Warner Soccer Facility, Naval Academy

  
  
• Navy Women's Volleyball vs Bucknell 4:00 pm

  Wesley Brown Fieldhouse, Annapolis

  
  

Sunday, September 27

• La Sylphide Storytime at the William Paca Garden Featuring the Ballet Theatre of Maryland 1:00 pm

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