Festivals in Annapolis

• Thu, 19 Mar, 2026 - 10:00 AM

  Maryland Day Celebration 2026 - filled with fun events!

  Across Annapolis & Anne Arundel County, MD, United States, Maryland

  694+ Interested
• 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

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

  Annapolis First Sunday Arts Festival

  Calvert and West Streets, Annapolis, MD, United States, Maryland 21401
• Fri, 16 Oct, 2026 - 07:00 PM

  Annapolis Powerboat Show - Saturday

  Annapolis City Dock
• Sat, 21 Mar, 2026 - 10:00 AM

  Historic Annapolis Maryland Day Celebrations

  99 Main Street, Annapolis, MD, United States, Maryland 21401

  10+ Interested
• Tue, 31 Mar, 2026 - 07:00 PM

  Burning Witches

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

  Annapolis Color Run By Color Craze

  Downtown Annapolis
• Fri, 20 Mar, 2026 - 10:00 AM

  Historic Annapolis Celebrates Maryland Day 2026

  Historic Annapolis

  8+ Interested
• Mon, 20 Apr, 2026 - 07:30 PM

  Marc Douglas Berardo and Grace Morrison in Annapolis, MD

  49 West Coffeehouse, Winebar & Gallery

  USD 23
• Sun, 03 May, 2026 - 10:00 AM

  Songbird Festival 2026

  Maryland Hall

  Free
• Fri, 06 Feb, 2026 - 07:00 PM

  Honey Sol at Admirals Cup Annapolis

  Annapolis, Annapolis, Maryland

  8+ Interested
• Sat, 02 May, 2026 - 10:00 AM

  Annapolis Book Festival

  The Key School