Events in May in Annapolis

• Mon, 11 May, 2026 - 08:00 PM

  Madeleine Peyroux at Rams Head On Stage

  Rams Head On Stage
• Wed, 06 May, 2026 - 08:00 PM

  Colin James, Matt Andersen, Terra Lightfoot in Annapolis

  Rams Head On Stage
• Fri, 08 May, 2026 - 07:00 PM

  Al Di Meola Electric Band

  Rams Head On Stage
• Sun, 24 May, 2026 - 05:00 PM

  Marcus Miller at Rams Head On Stage

  Rams Head On Stage
• Mon, 04 May, 2026 - 08:00 PM

  Ottmar Liebert and Luna Negra at Rams Head On Stage

  Rams Head On Stage
• Wed, 13 May, 2026 - 12:00 AM

  Paul Gilbert with Greg Koch

  Rams Head On Stage - Annapolis
• Thu, 14 May, 2026 - 06:00 PM

  Friends for Friends

  Fluegel Alumni Center
• Thu, 30 Apr, 2026 - 08:00 PM

  Alan Doyle, Bandits on the Run in Annapolis

  Rams Head On Stage
• Sat, 23 May Onwards

  Marcus Miller

  Rams Head On Stage
• Sun, 24 May, 2026 - 08:00 PM

  Marcus Miller (8:00 PM)

  Rams Head On Stage
• Sun, 10 May, 2026 - 07:00 PM

  Madeleine Peyroux

  Rams Head On Stage
• Sun, 03 May, 2026 - 11:00 AM

  Annapolis First Sunday Arts Festival

  Calvert and West Streets, Annapolis, MD, United States, Maryland 21401
• Sat, 30 May, 2026 - 02:00 PM

  10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival

  Naval-Marine Corps Stadium

  Free
• Fri, 08 May, 2026 - 08:00 PM

  BoDeans: 40 Years of Love & Hope & Sex & Dreams... and Good Things at Rams Head On Stage

  Rams Head On Stage
• Sun, 10 May, 2026 - 08:00 PM

  Live and Let Die: The Music of Paul McCartney

  Rams Head On Stage