Entertainment & Events in Ocean City, MD (and surrounding areas)
Live music, karaoke, trivia and holiday events, Dec 27 – Jan 2.
Sunday, Dec 27
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12:00 PM – 11:00 PM
NFL Sundays
Band
Monday, Dec 28
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5:30 PM – 8:30 PM
Bryan Clark
BandLive on Stage — From the iconic sounds of Sinatra, Nat King Cole, Tony Bennett, and Sammy Davis Jr. soulful music of Barry White, Lionel Richie, and more—this show has it all.Step into a golden era of music where classics meet soul. It’s an evening of extraordinary performances you won’t want to miss.
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6:00 PM
Trivia Night
TriviaSign in 5:30 Prizes Specials All ages
Tuesday, Dec 29
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6:00 PM
Bar Bingo!
BandTuesdays 6-8 PM in the bar with DJ Rupe Free to play Food & Drink Specials 21+ to Play Win Prizes!
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6:00 PM – 8:00 PM
Trivia Night with TNT Games
Trivia
Wednesday, Dec 30
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5:00 PM – 9:00 PM
Shortcut Sunny
Band
Thursday, Dec 31
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4:00 PM – 8:00 PM
Cecilia Grace
Band -
4:00 PM – 8:00 PM
Full Circle
Band -
8:00 PM – 10:30 PM
Sky City Social
Band -
9:00 PM
DJ Stinson
DJOn the Deck — A DYNAMIC MUSIC PRODUCER AND DJ HAILING FROM THE CITY OF BALTIMORE, MARYLAND, EMBARKED ON HIS JOURNEY IN THE REALM OF MUSIC PRODUCTION AND DJING AT THE YOUNG AGE OF 13. HIS UNYIELDING PASSION FOR CRAFTING MUSIC AND SPINNING EXHILARATING MIXES BECAME APPARENT EARLY ON, DRIVING HIM TO CHASE HIS DREAMS WITH UNWAVERING DETERMINATION. DURING HIS FORMATIVE YEARS, HE INGENIOUSLY MARKETED MIXTAPES AND ELECTRIFIED PARTIES, SUBSEQUENTLY PROGRESSING TO CURATE MEMORABLE EVENTS IN THE HEART OF…
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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
DJDJ 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…
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9:00 PM to 1:00 AM
Radio Stranger
Band -
9:00 PM to 12:30 AM
Hideaway New Year’s Eve Party
Special New Year's EvePurchase tickets HERE!
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10:00 PM
Big Machine
BandOn the Deck — high energy band playing your favorite 80s & 90s rock and alternative music!
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10:00 PM
My Chemical Bromance
Band -
11:00 PM to 3:00 AM
Garden State Radio
Band
Friday, Jan 1
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4:00 PM – 8:00 PM
Keith White Duo
Band -
5:00 PM – 11:00 PM
Hideaway x Area 51 Pop Up
BandHideaway 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…
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5:30 PM – 9:30 PM
Crushing Day
BandOn 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
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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
BandHideaway 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…