Music events in Chesapeake City

• Sun, 25 Jan, 2026 - 11:00 AM

  Boy Band Brunch with The Boy Band Project

  Chesapeake Inn Restaurant & Marina

  USD 70
• Fri, 16 Jan, 2026 - 08:30 PM

  Dueling Pianos with The Philly Keys

  Chesapeake Inn Restaurant & Marina

  USD 28
• Sat, 21 Feb, 2026 - 07:00 PM

  Bridgerton Ball!

  Sinking Springs Retreat Center, LLC

  50+ Interested
• Sat, 17 Jan, 2026 - 07:00 PM

  KONO Nation LIVE on The Deck

  605 Second Street, Chesapeake City, MD, United States, Maryland 21915
• Fri, 23 Jan, 2026 - 07:00 PM

  Olivia Reynolds Band at Chesapeake City VFW

  Chesapeake City VFW

  78+ Interested
• Fri, 16 Jan, 2026 - 07:00 PM

  The Everafter LIVE on The Deck

  605 Second Street, Chesapeake City, MD, United States, Maryland 21915
• Sat, 24 Jan, 2026 - 06:00 PM

  The Amigos @ Bakers

  Baker's

  37+ Interested
• Sat, 21 Feb, 2026 - 08:30 PM

  Dueling Pianos with The Philly Keys • February 21

  Chesapeake Inn Restaurant & Marina

  USD 28
• Fri, 20 Feb, 2026 - 08:30 PM

  Dueling Pianos with The Philly Keys • February 20

  Chesapeake Inn Restaurant & Marina

  USD 28
• Sat, 28 Feb, 2026 - 06:00 PM

  The Amigos at Baker's Restaurant

  Baker's

  11+ Interested
• Sun, 15 Feb, 2026 - 12:00 PM

  The Sensational Soul Cruisers Dance Party & Brunch Buffet

  Chesapeake Inn Restaurant & Marina

  USD 70
• Sun, 15 Feb, 2026 - 12:00 PM

  Vertigo Breeze Rockin the Chesapeake Inn

  Chesapeake Inn
• Fri, 13 Feb, 2026 - 07:00 PM

  THE EVERAFTER @ Chesapeake Inn

  Chesapeake Inn

  13+ Interested