Holiday events in Annapolis

• Thu, 04 Dec

  Peter White, Mindi Abair, Vincent Ingala in Annapolis

  Rams Head On Stage
• Sat, 29 Nov

  Broadneck Class of 2015

  Metropolitan Kitchen & Lounge
• Sat, 06 Dec

  SOD-O Holiday Party

  Acqua al 2 - Annapolis
• Sat, 20 Dec

  Happy Holidays Drag Brunch

  Rams Head On Stage
• Sat, 22 Nov

  Holiday Craft Fair!

  1601 Pleasant Plains Rd, Annapolis, MD, United States, Maryland 21409
• Sat, 20 Dec

  Jon McLaughlin and Friends: Home For The Holidays

  Rams Head On Stage
• Thu, 20 Nov

  THE SAMPLES

  Annapolis Smokehouse And Tavern
• Fri, 19 Dec

  Holiday Pops at Maryland Hall

  Maryland Hall for the Creative Arts
• Thu, 13 Nov

  Holiday Parenting: Navigating Challenges with Calm & Connection

  2158 Renard Ct
• Sun, 21 Dec

  Jon McLaughlin & Friends: Home For The Holidays

  Rams Head On Stage
• Sat, 22 Nov

  Jolly Express Cruise

  1 Dock St, Annapolis, MD, United States, Maryland 21401
• Thu, 04 Dec

  Midnight Madness in Downtown Annapolis 2025

  Downtown Annapolis
• Sun, 07 Dec

  Nutcracker Tea 2025

  DoubleTree by Hilton Hotel Annapolis
• Sat, 20 Dec

  A SQRRL! Holiday (Matinee)

  Rams Head On Stage
• 19-25 Mar

  Maryland Day Week 2026 - filled with fun events!

  Anne Arundel County, MD, United States, Maryland