Live Music in Annapolis

• Sat, 07 Mar, 2026 - 05:00 PM

  2026 Annapolis St. Patrick's Hooley!

  U.S. Naval Academy Alumni Association & Foundation

  USD 178
• Thu, 22 Jan, 2026 - 08:00 PM

  Rams Head Presents The Bacon Brothers: Freestanding Tour - Maryland Hall - Annapolis, MD

  Maryland Hall

  145+ Interested
• Sat, 03 Jan, 2026 - 08:00 PM

  Fan Halen: The World’s Most Authentic Tribute to Van Halen

  Rams Head On Stage

  13+ Interested
• Sun, 11 Jan, 2026 - 01:00 PM

  Ana Popovic: Dance To The Rhythm Tour (Matinee)

  Rams Head On Stage

  39+ Interested
• Sat, 10 Jan, 2026 - 06:00 PM

  Fireside Revelry: A Colonial Twelfth Night Concert

  19 Maryland Avenue, Annapolis, MD, United States, Maryland 21401

  15+ Interested
• Sat, 10 Jan, 2026 - 09:00 PM

  MXD SATURDAY Night at Blackwall Hitch - Annapolis!

  Blackwall Hitch - Annapolis
• Sun, 11 Jan, 2026 - 08:00 PM

  Dead Letter Office: A Tribute of R.E.M

  Rams Head On Stage

  20+ Interested
• Wed, 31 Dec, 2025 - 06:00 PM

  New Years Eve Party

  Rams Head Tavern Annapolis

  46+ Interested
• Fri, 06 Feb, 2026 - 08:00 PM

  Dar Williams w/ Seth Glier

  Rams Head On Stage

  77+ Interested
• Thu, 22 Jan, 2026 - 08:00 PM

  Cash Unchained – The Ultimate Johnny Cash Tribute

  Rams Head On Stage

  58+ Interested
• Fri, 23 Jan, 2026 - 06:00 PM

  January Film Club - "Passion of Joan of Arc" (1928) w/ live music accomp

  AND Creative Studio

  USD 18
• Tue, 30 Dec, 2025 - 05:00 PM

  Tides & Tunes

  The Westin Annapolis

  Free
• Sat, 24 Jan, 2026 - 07:00 PM

  The Dave Matthews Tribute Band

  Rams Head On Stage
• Sat, 21 Feb, 2026 - 08:00 PM

  Fallin' Free: A Tribute to Tom Petty & The Heartbreakers feat. Scott Kurt

  Rams Head On Stage

  5+ Interested
• Mon, 16 Mar, 2026 - 07:30 PM

  Bobby Thompson and Karen Jonas in Annapolis, MD

  49 West Coffeehouse, Winebar & Gallery

  USD 23