Entertainment events in Annapolis

• Tue, 21 Jul, 2026 - 08:00 PM

  Stewart Copeland at Rams Head On Stage

  Rams Head On Stage
• Sat, 19 Sep, 2026 - 10:00 AM

  BAYGRASS 2026: Annapolis Baygrass Music Festival 9/19-20

  1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409

  869+ Interested
• Thu, 06 Aug, 2026 - 08:00 PM

  Al Jardine and The Pet Sounds Band at Maryland Hall for the Creative Arts

  Maryland Hall for the Creative Arts
• Thu, 26 Mar, 2026 - 07:00 PM

  Thunder From Down Under

  Rams Head On Stage
• Sun, 12 Apr, 2026 - 07:30 PM

  Pam Tillis in Annapolis

  Rams Head On Stage
• Sat, 11 Apr Onwards

  Pam Tillis

  Rams Head On Stage
• Sat, 16 May, 2026 - 08:00 PM

  The Lone Bellow at Rams Head On Stage

  Rams Head On Stage
• Mon, 20 Apr, 2026 - 12:00 AM

  Tommy Castro & The Painkillers

  Rams Head On Stage - Annapolis
• Sun, 26 Apr, 2026 - 04:45 PM

  The Hip Hop R&B Yacht Party Annapolis MD 4.26.26

  Annapolis City Dock

  USD 79
• Fri, 10 Jul, 2026 - 08:00 PM

  Shovels & Rope

  Rams Head On Stage

  21+ Interested
• Sat, 16 May, 2026 - 01:00 PM

  Asleep at the Wheel at Rams Head On Stage

  Rams Head On Stage
• Sun, 14 Jun, 2026 - 08:00 PM

  Cracker at Rams Head On Stage

  Rams Head On Stage
• Sat, 18 Jul, 2026 - 06:45 PM

  Candlelight: 90s Unplugged

  Maryland Hall

  USD 28
• Tue, 14 Apr, 2026 - 07:00 PM

  Jeff Coffin and Rashawn Ross - Apex Jazz and Commercial Music Students at Rams Head On Stage

  Rams Head On Stage
• Sat, 21 Mar, 2026 - 11:00 AM

  Celebrate Maryland Day on Maryland Ave!

  71 Maryland Ave, Annapolis, MD

  1233+ Interested