Events and Things to Do in Annapolis, MD

Monday, October 12

Featured

City of Baltimore: "No Purple Doubt" Ravens & Vikings Win, Best NFL Team Slogan, Jay-Z & Nike Vibe

OCT

12

10:30 AM

Baltimore, MD

City of Baltimore: "No Purple Doubt" Ravens & Vikings Win, Best NFL Team Slogan, Jay-Z & Nike VibeOctober 12, 2026 - The...

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Tuesday, October 13

Featured

Oktoberfest & Bingo

OCT

13

7:00 PM

The Atreeum at Soaring Timbers, 610 N Bestgate Rd, Annapolis, MD

Join the Students of Saint Augustine and the Annapolis Knights of Columbus for an evening featuring bingo, live music, and a...

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Friday, October 16

Featured

Howard Community College Presents Fall for All!

OCT

16

11:00 AM

Howard Community College, 10901 Little Patuxent Pkwy, Columbia, MD

It’s fall, y’all! Grab your family, round up your friends, and head to Howard Community College for Fall for All—a fun-filled...

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Saturday, November 7

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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Monday, October 12

• City of Baltimore: "No Purple Doubt" Ravens & Vikings Win, Best NFL Team Slogan, Jay-Z & Nike Vibe 10:30 am

  Baltimore

  
  
• Busch Annapolis Library Fall Film Series: Alfred Hitchcock - Master of Suspense 5:00 pm

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

  
  

Tuesday, October 13

• Oktoberfest & Bingo 7:00 pm

  The Atreeum at Soaring Timbers, 610 N Bestgate Rd, Annapolis

  
  
• Health Savings Accounts 6:00 pm

  Zoom

  
  

Thursday, October 15

• Seasons Of The Chesapeake Art Exhibit 12:00 pm

  Annapolis Maritime Museum & Park, Annapolis

  
  
• Cocktails 4 A Cause 5:30 pm

  Navy-Marine Corps Memorial Stadium, 550 Taylor Ave, Annapolis

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

  Live Arts Maryland Studio, 2002 Annapolis Mall Rd, Annapolis

  
  

Friday, October 16

• Howard Community College Presents Fall for All! 11:00 am

  Howard Community College, 10901 Little Patuxent Pkwy, Columbia

  
  
• B.I.G. Book Sale (Books for International Goodwill) 3:00 pm

  451 Defense Hwy, Annapolis

  
  
• Navy Women’s Soccer vs Bucknell 7:00 pm

  Glenn Warner Soccer Facility, Naval Academy

  
  
• You're A Good Man, Charlie Brown 7:00 pm

  Live Arts Maryland Studio, 2002 Annapolis Mall Rd, Annapolis

  
  
• La Sylphide 7:30 pm

  Maryland Hall, 801 Chase St, Annapolis

  
  

Saturday, October 17

• B.I.G. Book Sale (Books for International Goodwill) 8:00 am

  451 Defense Hwy, Annapolis

  
  
• Elementary School Allowance Workshop 10:00 am

  CovingtonAlsina, 67 West St, Annapolis

  
  
• 5th Annual Dragonfest 12:00 pm

  Pier 4 Marina, 301 Fourth St, Annapolis

  
  
• Middle School Financial Literacy Workshop 1:00 pm

  CovingtonAlsina, 67 West St, Annapolis

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

  Wesley Brown Fieldhouse, Annapolis

  
  

Sunday, October 18

• Vintage Electronics Expo - RadioFallfest 8:00 am

  Davidsonville Recreation Center, 3789 Queen Anne Bridge Rd, Davidsonville

  
  
• You're A Good Man, Charlie Brown 2:00 pm

  Live Arts Maryland Studio, 2002 Annapolis Mall Rd, Annapolis

  
  

Monday, October 19

• Annapolis Rotary Annual Golf Tournament 9:30 am

  The Golf Club at South River, 3451 Solomons Island Rd, Edgewater