Events and Things to Do in Highland Beach, MD

Tuesday, December 16

Featured

Budweiser Clydesdales Parade Thru North Beach

DEC

16

4:00 PM

North Beach, MD

Bob Hall Beverage Company, a 92-year-old family-owned beer and beverage distributor serving Calvert, Charles and Prince...

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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 –...

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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...

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Tuesday, December 16

• Budweiser Clydesdales Parade Thru North Beach 4:00 pm

  Thru North Beach with photos at at North Beach waterfront pavilion

  
  

Thursday, December 18

• Ugly Sweater Fun Run and Walk

  6:00 pm

  Charm City Run Annapolis, 87 Forest Plaza, 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

  
  
• Santapolis: A Magical Holiday Experience

  9:00 am

  Annapolis Mall, 2002 Rd, Annapolis

  
  
• Friday Music by Carly Winter — Great Frogs

  5:00 pm

  Great Frogs Winery, 3218 Harness Creek Rd, Annapolis

  
  
• Paula Poundstone

  6:30 pm

  Rams Head On Stage, 33 West St, Annapolis

  
  

Sunday, December 21

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

  Bowie State University, 14000 Jericho Park Rd, Bowie

  
  
• Santapolis: A Magical Holiday Experience

  9:00 am

  Annapolis Mall, 2002 Rd, Annapolis

  
  
• Sunday Music by Ahmed Warshanna — Great Frogs

  1:30 pm

  Great Frogs Winery, 3218 Harness Creek Rd, Annapolis