Events and Things to Do in Annapolis, MD

Friday, October 30

Featured

City of Baltimore: Barack Obama Joins Wave of 'No Doubt' in Sports Ravens vs Bills "No Purple Doubt"

OCT

30

2:00 PM

Baltimore, MD

City of Baltimore: Barack Obama Joins Wave of 'No Doubt' in Sports Ravens vs Bills "No Purple Doubt" October 30, 2026 - The...

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Saturday, November 7

Featured

11/7/26 Market of CRAFTS GALORE!

NOV

7

9:30 AM

Annapolis, MD

Join us on Saturday November 7, 2026 from 9:30am - 2:30pm for a rain-or-shine, juried art and craft market featuring affordable...

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Featured

DMV Chocolate and Coffee Festival ~ Maryland Edition

NOV

7

10:00 AM

Adventist HealthCare Fieldhouse, 18031 Central Park Cir, MD

Saturday November 7, 2026VIP Hour = 9am-10amGeneral Admission = 10am-5pmBringing together artisan chocolatiers, specialty...

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Friday, October 30

• City of Baltimore: Barack Obama Joins Wave of 'No Doubt' in Sports Ravens vs Bills "No Purple Doubt" 2:00 pm

  Baltimore

  
  
• Antique Jewelry Trunk Show at Zachary's Jewelers Oct. 29-30 9:00 am

  Zachary's Jewelers, 100 Main St, Annapolis

  
  

Saturday, October 31

• Harvest Festival Sponsors, Donors and Volunteers Needed! 9:00 am

  Cecil Memorial Umc, 15 Parole St, Annapolis

  
  
• Community Vaccine Clinic 9:00 am

  Cecil Memorial, 15 Parole St, Annapolis

  
  
• Tavern Talk: Inside Annapolis’s Revolutionary-Era Taverns 11:00 am

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

  
  
• Community Harvest Festival 2026 1:00 pm

  Cecil Memorial, 15 Parole St, Annapolis

  
  
• Trunk Or Treat 1:00 pm

  Cecil Memorial, 15 Parole St, Annapolis

  
  

Sunday, November 1

• Navy Classic - Wrestling 10:00 am

  Wesley Brown Fieldhouse, Annapolis

  
  
• Military Chaplaincy 11:30 am

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

  
  
• Honoring Maryland’s Emancipation Day at the Museum of Historic Annapolis 11:30 am

  Museum of Historic Annapolis, 99 Main St, Annapolis

  
  

Tuesday, November 3

• Navy Men’s Soccer vs American University 7:00 pm

  Glenn Warner Soccer Facility, Naval Academy

  
  

Wednesday, November 4

• Navy Women’s Soccer vs Loyola 8:00 pm

  Glenn Warner Soccer Facility, Naval Academy

  
  

Thursday, November 5

• Visit Brandywine Museum of Art and N.C. Wyeth House & Studio – A Bus Tour with Historic Annapolis 7:30 am

  Historic Annapolis

  
  
• Green Drinks Annapolis ~ Post-Election Edition 5:00 pm

  Graduate by Hilton Annapolis, 126 West St, Annapolis

  
  
• Men's Basketball vs Delaware State 7:00 pm

  Decatur Avenue, Decatur Ave, Annapolis

  
  

Friday, November 6

• Jade Trau Trunk Show November 6-8 9:00 am

  Zachary's Jewelers, 100 Main St, Annapolis

  
  
• Free Homeschool Martial Arts Class 9:00 am

  Severna Park Community Center, 623 Baltimore Annapolis Blvd, Severna Park

  
  
• Navy Women's Volleyball vs American 6:00 pm

  Wesley Brown Fieldhouse, Annapolis

  
  

Saturday, November 7

• 11/7/26 Market of CRAFTS GALORE! 9:30 am

  Held at Grace Lutheran of Lutherville, 8601 Valleyfield Rd, LUTHVLE TIMON, MD, 21093

  
  
• Baltimore Ski Swap, 9am-2pm 9:00 am

  Roland Park Community Center, 5802 Roland Ave, Baltimore