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

Live music, karaoke, trivia and holiday events, Dec 4 – Dec 10.

Friday, Dec 4

  • 4:00 PM – 8:00 PM

    Keith White Duo

    Band
  • 4:00 PM

    Hanukkah Celebration at The Inn Berlin

    Band

    At Downtown Berlin, Main Street. Join us as we celebrate Hanukkah at the Inn Berlin at 4:00pm We Light the Menorah – 5:00pm The Inn Berlin is located at 15 Harrison St Berlin MD next to the Berlin Library.

  • 5:00 PM – 8:00 PM

    Fun Fridays with Lauren Glick

    Band

    🎶 Friday Nights = Live Music at The Restaurant at Lighthouse Sound! 🎶 Join us every Friday in our lounge for live music from 5–8 PM. Come early and enjoy Happy Hour food and drink specials from 4–6 PM, then stay for a great night of music, drinks, and good company. Grab your friends and make it your new Friday tradition! 🍻🎸

  • 5:00 PM – 8:00 PM

    Ice Ice Berlin & Tree Lighting

    Band

    At Downtown Berlin, Main Street. Join us 5pm – 8pm as we begin the holiday season featuring beautifully carved Ice Sculptures sponsored by the Berlin businesses! 30+ Holiday themed lighted sculptures Tree is lit at 6pm Greet Santa at

  • 5:30 PM – 9:30 PM

    Pineapple Band

    Band

    On the Deck — Blues, rock, funk, jazz cover band from Baltimore, MD.

  • 6:00 PM – 10:00 PM

    Winter Gala

    Band

    At Roland E. Powell Convention Center. Friday, December 4, 2026 6-10pm Roland E Powell Convention Center 4001 Coastal Highway – Ocean City Tickets $150 Dress Code: Black Tie Optional Greeted by red carpet and champagne, enter this magical

  • 6:00 PM – 8:00 PM

    Trivia Night!

    Trivia
  • 9:00 PM to 2:00 AM

    DJ Davie Live in Tiki

    DJ
  • 9:30 PM

    DJ Groove

    DJ

    On the Deck — DJ Groove strives to get you off your chair and on your feet. From today's hits to classic dance jams and International mixes, DJ Groove will get you in the mix!

Saturday, Dec 5

  • 12:00 PM – 4:00 PM

    Shortcut Sunny

    Band
  • 4:00 PM – 8:00 PM

    Union Road Duo

    Band
  • 5:30 PM – 9:30 PM

    Social Drinking

    Band

    On the Deck — Four guys were locked in their houses during the Covid-19 quarantine, unable to fulfill their destiny of playing music live. Social Drinking was born, simply as a means of fulfilling that empty space. Come get some!

  • 8:00 PM to 12:00 AM

    The Chest Pains

    Band
  • 9:00 PM to 1:00 AM

    DJ Connair in Morley Hall

    DJ
  • 9:00 PM to 2:00 AM

    DJ E-State Live at Tiki Stage

    DJ

    DJ E-STATE, an Eastern Shore native, has been a driving force in the regional music scene. Holding prestigious residencies at various venues, E-STATE crafts dynamic sets that seamlessly blend different genres into unique live musical experiences. Notably, E-STATE has showcased their versatile craft at high-profile events, including the United States Air Force Ball. E-STATE takes pride in highly technical transitions and blends, ensuring an unforgettable experience for the crowd. E-STATE not onl…

  • 9:30 PM

    DJ Vybe

    DJ

    Inside on Stage — Vybe has been captivating audiences with his infectious beats and energetic performances for over 20 years. He's been a native to the Ocean City nightlife scene for his entire career. Vybe quickly gained recognition for his ability to uniquely and seamlessly mix music of all types. Vybe has never been a stranger to creating a memorable dance floor experience.

Sunday, Dec 6

  • 12:00 PM – 11:00 PM

    NFL Sundays

    Band

Monday, Dec 7

  • 6:00 PM

    Trivia Night

    Trivia

    Sign in 5:30 Prizes Specials All ages

Tuesday, Dec 8

  • 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, Dec 9

Thursday, Dec 10