Events and Things to Do in Annapolis, MD

Sunday, October 18

Featured

City of Baltimore: "No Purple Doubt" WNBA Finals Valkyries Beat Dream 68-64, NFL Ravens vs Browns

OCT

18

11:45 AM

Baltimore, MD

City of Baltimore: "No Purple Doubt" WNBA Finals Valkyries Beat Dream 68-64, NFL Ravens vs Browns October 18, 2026 - The...

Share

Saturday, October 24

Featured

Frightreads Book Festival 6

OCT

24

12:00 PM

Glen Burnie, MD

We're back! We're shaking out the cobwebs and ready to deliver our SIXTH year of FRIGHTREADS! You NEED to be here! WHEN:...

Share

Featured

Pilates w/Sarita Allen: Former Alvin Ailey Dancer!

OCT

24

1:00 PM

Crofton, MD

Elevate your Pilates practice with Guest Instructor Sarita Allen! Join renowned Pilates educator, teacher, choreographer, and...

Share

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...

Share

Sunday, October 18

• City of Baltimore: "No Purple Doubt" WNBA Finals Valkyries Beat Dream 68-64, NFL Ravens vs Browns 11:45 am

  Baltimore

  
  
• Vintage Electronics Expo - RadioFallfest 8:00 am

  Davidsonville Recreation Center, 3789 Queen Anne Bridge Rd, Davidsonville

  
  
• Politicians address Church and State forum 9:00 am

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

  
  
• Redeemed Tabernacle, Apostolic Inc. 5th Church Anniversary 12:03 pm

  730 Bestgate Rd, Annapolis

  
  
• 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

  
  
• Social Security Workshop - Understanding the Ins and Outs of Social Security 6:00 pm

  Zoom

  
  

Tuesday, October 20

• CourtFit at SportFit 11:00 am

  100 White Marsh Pk Dr, Bowie

  
  
• Women, Wine, & Wisdom™ - Estate Planning 7:00 pm

  Rams Head Tavern, 33 West St, Annapolis

  
  

Friday, October 23

• Navy Women's Volleyball vs Holy Cross 6:00 pm

  Wesley Brown Fieldhouse, Annapolis

  
  
• Bountiful Harvest 7:00 pm

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

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

  Glenn Warner Soccer Facility, Naval Academy

  
  
• Third Annual Halloween Dance 7:00 pm

  4 Pointless Forest Trail, Annapolis

  
  
• CP presents The Legend of Sleepy Hollow 8:00 pm

  The Colonial Players, 108 East St, Annapolis

  
  

Saturday, October 24

• Frightreads Book Festival 6 12:00 pm

  Howard County Fairgrounds

  
  
• Pilates w/Sarita Allen: Former Alvin Ailey Dancer! 1:00 pm

  1166 MD-3, Suite 105, Gambrills, MD, 21054

  
  
• Wine Cellars of Annapolis 25th Anniversary Celebration 10:00 am

  1410 Forest Dr, Annapolis

  
  
• Navy Women's Volleyball vs Colgate 12:00 pm

  Wesley Brown Fieldhouse, Annapolis

  
  
• Navy versus North Texas Football Game 3:30 pm

  550 Taylor Ave, Annapolis

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

  Glenn Warner Soccer Facility, Naval Academy