Events in May in Annapolis

• Sun, 24 May, 2026 - 05:00 PM

  Marcus Miller at Rams Head On Stage

  Rams Head On Stage
• Mon, 11 May, 2026 - 08:00 PM

  Madeleine Peyroux at Rams Head On Stage

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

  Marcus Miller (8:00PM)

  Rams Head On Stage

  52+ Interested
• Sat, 23 May Onwards

  Marcus Miller

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

  Madeleine Peyroux

  Rams Head On Stage
• 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
• Mon, 18 May, 2026 - 08:00 PM

  Richie Furay at Rams Head On Stage

  Rams Head On Stage
• Sat, 09 May, 2026 - 12:00 PM

  Annapolis Color Run By Color Craze

  Downtown Annapolis
• Tue, 05 May, 2026 - 08:00 PM

  Celtic Cinco de Mayo with La Unica at Rams Head On Stage

  Rams Head On Stage
• Sat, 02 May, 2026 - 08:00 AM

  2026 Plant Sale

  1223 River Bay Road, Annapolis, MD, United States, Maryland 21409

  219+ Interested
• Sun, 03 May, 2026 - 11:00 AM

  Annapolis First Sunday Arts Festival

  Calvert and West Streets, Annapolis, MD, United States, Maryland 21401
• Sat, 02 May, 2026 - 07:30 PM

  Live Arts Maryland Presents Timeless Brilliance

  Maryland Hall

  USD 39
• Fri, 29 May, 2026 - 07:00 PM

  A Women’s Wellness Dance Party

  2158 Renard Ct

  Free
• Fri, 01 May, 2026 - 07:00 AM

  Respiratory Therapy: 9th Annual Spring Tune-Up By the Bay at LHAAMC

  LHAAMC Belcher Pavilion

  USD 50
• Mon, 18 May, 2026 - 07:30 PM

  The Heather Pierson Duo in Annapolis, MD

  49 West Coffeehouse, Winebar & Gallery

  USD 20