Christmas events in Annapolis in December

• Sun, 07 Dec, 2025 - 10:00 AM

  Nutcracker Tea 2025

  DoubleTree by Hilton Hotel Annapolis

  25+ Interested
• Fri, 05 Dec, 2025 - 08:00 PM

  Pure Prairie League in Annapolis

  Rams Head On Stage
• Sun, 07 Dec, 2025 - 11:00 AM

  Annapolis Chocolate Binge Festival

  53 West St, Annapolis, MD 21401-2420, United States

  698+ Interested
• Thu, 04 Dec, 2025 - 06:30 PM

  Peter White, Mindi Abair, Vincent Ingala in Annapolis

  Rams Head On Stage
• Sun, 07 Dec, 2025 - 08:00 PM

  Chris Isaak in Annapolis

  Maryland Hall
• Sat, 06 Dec, 2025 - 08:00 PM

  Atlanta Rhythm Section in Annapolis

  Rams Head On Stage
• Sun, 14 Dec, 2025 - 07:00 PM

  An Annapolis Christmas

  Rams Head On Stage
• Fri, 19 Dec, 2025 - 07:30 PM

  Holiday Pops at Maryland Hall

  Maryland Hall for the Creative Arts

  16+ Interested
• Sat, 13 Dec, 2025 - 06:00 PM

  Eastport Yacht Club Lights Parade

  Historic Downtown Annapolis

  4452+ Interested
• Sun, 21 Dec, 2025 - 12:30 PM

  A Very Merry Drag Brunch

  Rams Head On Stage

  264+ Interested
• Mon, 15 Dec, 2025 - 07:30 PM

  Eric Scott's Annual Holiday Celebration with very Special Guest Tony Denikos

  49 West Coffeehouse, Winebar & Gallery
• Sat, 20 Dec, 2025 - 07:00 PM

  Happy Holidays Drag Brunch

  Rams Head On Stage
• Sat, 20 Dec, 2025 - 07:00 PM

  Jon McLaughlin and Friends: Home For The Holidays

  Rams Head On Stage
• Thu, 11 Dec, 2025 - 08:00 PM

  Peter Mayer: A Stars and Promises Christmas 2025

  Rams Head On Stage

  104+ Interested
• Fri, 19 Dec, 2025 - 06:30 PM

  Paula Poundstone at Rams Head On Stage

  Rams Head On Stage