Events in April in Annapolis this Weekend

• Fri, 26 Dec, 2025 - 08:00 PM

  Jimmie's Chicken Shack Holidaze Show

  Rams Head On Stage

  192+ Interested
• Sat, 27 Dec, 2025 - 06:00 PM

  TrioSonic live @ The Graduate

  Graduate Annapolis

  25+ Interested
• Sat, 27 Dec, 2025 - 12:00 PM

  Jolly Express Cruise

  1 Dock St, Annapolis, MD, United States, Maryland 21401
• Fri, 26 Dec, 2025 - 07:00 PM

  Pressing Strings

  Rams Head On Stage
• Fri, 26 Dec, 2025 - 07:00 PM

  Holiday Candlelight Stroll

  188 Main St, Annapolis, MD 21401-2008, United States
• Fri, 26 Dec, 2025 - 08:00 PM

  Witches of Maryland Pub Crawl

  Downtown Anapolis

  4+ Interested
• Sat, 27 Dec, 2025 - 08:15 AM

  CC @ Military Bowl 2025

  Navy-Marine Corps Memorial Stadium
• Ongoing

  12/27 - ilyAIMY @ Dark Horse Annapolis (full band!)

  Dark Horse Annapolis

  26+ Interested
• Fri, 26 Dec, 2025 - 09:00 PM

  LIVE MUSIC with Timmie Metz Band

  Blackwall Hitch - Annapolis
• Sat, 27 Dec, 2025 - 03:00 PM

  Special Historic Holiday Tour

  188 Main St, Annapolis, MD 21401-2008, United States
• Sat, 27 Dec, 2025 - 08:00 PM

  Pressing Strings at Rams Head On Stage

  Rams Head On Stage
• Fri, 26 Dec, 2025 - 08:00 PM

  Live Music with Guava Jelly

  Rams Head Roadhouse

  4+ Interested
• Ongoing

  Pretty Big Deal ROCKS Middleton Tavern

  Middleton Tavern

  6+ Interested
• Sat, 27 Dec, 2025 - 04:00 PM

  Parking Military Bowl

  Navy-Marine Corps Memorial Stadium
• Sat, 27 Dec, 2025 - 07:00 PM

  Sinners at 49 West

  49 West Coffeehouse, Winebar & Gallery

  8+ Interested