Events and Things to Do in Annapolis, MD

Wednesday, December 17

Featured

It's the 1st Annual EGGNOG & B'more MONOPOLY Holiday Week December 17-24, says CTMB-1.3

DEC

17

1:25 PM

Baltimore, MD

It's the 1st Annual EGGNOG & B'more MONOPOLY Holiday Week December 17-24, says CTMB-1.3 December 17, 2025 - The "Charm'tastic...

Share

Friday, December 19

Featured

Annapolis Symphony Orchestra presents: Holiday Pops, with the Bowie State University Concert Choir!

DEC

19

7:30 PM

Maryland Hall, 801 Chase St, Annapolis, MD

HOLIDAY POPS PERFORMANCES AT MARYLAND HALL, BOWIE STATE UNIVERSITY AND SEVERNA PARK HIGH SCHOOL Friday, December 19, 2025 –...

Share

Sunday, December 21

Featured

ASO presents: Holiday Pops with Bowie State University Concert Choir

DEC

21

3:00 PM

Bowie State University, 14000 Jericho Park Rd, Bowie, MD

ASO presents HOLIDAY POPS Sunday, December 21, 2025 – 3:00pm at Dionne Warwick Theater at Bowie State University, with Bowie...

Share

Tuesday, December 16

• Virtual Lecture - Strangers in the Realm: Immigration in Colonial America 7:00 pm
  
  
• The Bay Winds Band Winter Concert 7:30 pm

  Unity by the Bay, 4 Pointless Forest Trail, Annapolis

  
  

Wednesday, December 17

• It's the 1st Annual EGGNOG & B'more MONOPOLY Holiday Week December 17-24, says CTMB-1.3 1:25 pm

  Baltimore

  
  
• Ugly Sweater Happy Hour at Captain's Daughter Bar & Lounge 5:00 pm

  Captain's Daughter, 100 Westgate Cir, Annapolis

  
  

Thursday, December 18

• Annapolis Holiday Market 9:00 am

  St. John's College, 60 College Ave, Annapolis

  
  

Friday, December 19

• Annapolis Symphony Orchestra presents: Holiday Pops, with the Bowie State University Concert Choir! 7:30 pm

  Maryland Hall, 801 Chase St, Annapolis

  
  
• Annapolis Holiday Market 11:00 am

  St. John's College, 60 College Ave, Annapolis

  
  
• Navy Men's Basketball vs Coppin State 5:00 pm

  Alumni Hall, 675 Decatur Rd, Naval Academy

  
  

Saturday, December 20

• Annapolis Holiday Market 11:00 am

  St. John's College, 60 College Ave, Annapolis

  
  
• Navy Wrestling vs Morgan State 12:00 pm

  Alumni Hall, 675 Decatur Rd, Naval Academy

  
  

Sunday, December 21

• ASO presents: Holiday Pops with Bowie State University Concert Choir 3:00 pm

  Bowie State University, 14000 Jericho Park Rd, Bowie

  
  
• Annapolis Holiday Market 11:00 am

  St. John's College, 60 College Ave, Annapolis

  
  
• The Gospel of Luke’s Portrayal of Mary 11:30 am

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

  
  
• Navy Men's Basketball vs Rosemont College 12:00 pm

  Alumni Hall, 675 Decatur Rd, Naval Academy

  
  
• Caroling on the Steps 1:30 pm

  Cecil Memorial United Methodist, 15 Parole St, Annapolis

  
  

Monday, December 22

• Family Day at the Salvation Army Red Kettles 10:00 am

  Annapolis Area Grocery Locations

  
  

Wednesday, December 31

• Navy Men's Basketball vs Boston U. 1:00 pm

  Alumni Hall, 675 Decatur Rd, Naval Academy

  
  
• Viva La Captain's Daughter NYE Party 9:00 pm

  Captain's Daughter, 100 Westgate Cir, Annapolis

  
  

Saturday, January 3, 2026

• Navy Women's Basketball vs Holy Cross 1:00 pm

  Alumni Hall, 675 Decatur Rd, Naval Academy

  
  

Sunday, January 4, 2026

• Bishop of Maryland to visit St. Anne’s 10:00 am

  St. Anne’s Episcopal Church, Church Circle, Annapolis, Md.