Entertainment & Events in Ocean City, MD (and surrounding areas)

Live music, karaoke, trivia and holiday events, Jan 1 – Jan 7.

Friday, Jan 1

  • 4:00 PM – 8:00 PM

    Keith White Duo

    Band
  • 5:00 PM – 11:00 PM

    Hideaway x Area 51 Pop Up

    Band

    Hideaway Area 51 Pop-Ups are BACK for a second year this off-season! While Hideaway may be a seasonal, outdoor restaurant, we’re bringing a little piece of it inside to Area 51, located right in front of Hideaway. Expect a limited Hideaway menu, the same atmosphere and views you love, and a cozier setup perfect for the colder months. Mark your calendars for our 2026–2027 pop-up dates: November 27 & 28 January 1 & 2 🥂 February 12, 13 & 14 ❤️ March 19 & 20 April 16 & 17 Reserve Your Table Now! A…

  • 5:30 PM – 9:30 PM

    Crushing Day

    Band

    On the Deck — One of the most well known names in live music in and around the Baltimore area. Crushing Day was formed in 1993 and has played all over the east coast, from Killington, VT to Key West, FL.

Saturday, Jan 2

  • 12:00 PM – 4:00 PM

    Shortcut Sunny

    Band
  • 4:00 PM – 8:00 PM

    Union Road Duo

    Band
  • 5:00 PM – 11:00 PM

    Hideaway x Area 51 Pop Up

    Band

    Hideaway Area 51 Pop-Ups are BACK for a second year this off-season! While Hideaway may be a seasonal, outdoor restaurant, we’re bringing a little piece of it inside to Area 51, located right in front of Hideaway. Expect a limited Hideaway menu, the same atmosphere and views you love, and a cozier setup perfect for the colder months. Mark your calendars for our 2026–2027 pop-up dates: November 27 & 28 January 1 & 2 🥂 February 12, 13 & 14 ❤️ March 19 & 20 April 16 & 17 Reserve Your Table Now! A…

Sunday, Jan 3

  • 12:00 PM – 11:00 PM

    NFL Sundays

    Band

Monday, Jan 4

  • 6:00 PM

    Trivia Night

    Trivia

    Sign in 5:30 Prizes Specials All ages

Tuesday, Jan 5

  • 6:00 PM

    Bar Bingo!

    Band

    Tuesdays 6-8 PM in the bar with DJ Rupe Free to play Food & Drink Specials 21+ to Play Win Prizes!

  • 6:00 PM – 8:00 PM

    Trivia Night with TNT Games

    Trivia

Wednesday, Jan 6

Thursday, Jan 7