Events and Things to Do in Annapolis, MD

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

Wednesday, October 28

Featured

FREE Tai Chi Class

OCT

28

10:30 AM

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

FREE TAI CHI CLASS at the SEVERNA PARK COMMUNITY CENTER: Wednesday, October 28 (10:30am) Tai Chi can help you gain better...

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

Friday, October 23

• 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

  
  
• 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

  
  

Sunday, October 25

• Discussion about Church and State case studies 11:30 am

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

  
  
• CP Open Auditions for When the Hurlyburly's Done 2:00 pm

  Colonial Players, 2132 Renard Ct, Annapolis

  
  

Wednesday, October 28

• FREE Tai Chi Class 10:30 am

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

  
  

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

  
  
• 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

  
  

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

• 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

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

  Wesley Brown Fieldhouse, Annapolis

  
  

Saturday, November 7

• DMV Chocolate and Coffee Festival ~ Maryland Edition 10:00 am

  Adventist HealthCare Fieldhouse, 18031 Central Park Cir