Entertainment & Events in Ocean City, MD (and surrounding areas)
Live music, karaoke, trivia and holiday events, Nov 27 – Dec 3.
Friday, Nov 27
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8:00 AM to 12:00 AM
Turkey Time!
BandAt Ocean Downs Casino. Friday, November 27th 8am – Midnight Club Ocean members who earn 150 points can swipe at the kiosk to play the game to win Free Play! Play up to 10 times
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3:00 PM – 11:59 PM
Steelers
Band -
4:00 PM – 8:00 PM
Keith White Duo
Band -
5:00 PM – 9:00 PM
Shredded Cheddar
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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5:00 PM – 8:00 PM
Fun Fridays with Bilenki Duo
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! 🍻🎸
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5:00 PM
Dave and Friends
Band -
5:30 PM – 9:30 PM
Great Train Robbery
BandOn the Deck — GTR has now entertained audiences for over 4 decades, bringing it with their classic, smokey, Southern Rock sound. The Baltimore-based outfit has released nine albums and played well over 6,000 shows at night clubs, colleges, festivals, fairs, and corporate events over the decades. And they're still going strong!
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8:00 PM to 12:00 AM
The Rogue Citizens
Band -
9:00 PM to 2:00 AM
DJ Davie Live in Tiki
DJ -
9:00 PM to 1:00 AM
Vertigo Red
Band -
9:30 PM
DJ Groove
DJOn 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, Nov 28
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9:00 AM – 11:00 AM
Character Breakfast
BandAt Roland E. Powell Convention Center. Date: Saturday, November 28, 2025 Times: 9-11am Location: Ocean City Convention Center (4001 Coastal Hwy, Ocean City, MD 21842), Upstairs Ballroom Kick off the holiday season with a morning full of
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12:00 PM – 4:00 PM
Shortcut Sunny
Band -
2:00 PM
Homestead Bluegrass
Band -
4:00 PM – 8:00 PM
Union Road Duo
Band -
5:00 PM – 9:00 PM
Full Circle
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
Tranzfusion
BandOn the Deck — live rock music, for DelMarVa, and beyond
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7:30 PM
Rick & Lennon la Ricci
Band -
8:00 PM to 12:00 AM
Permilla Project
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
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 – 11:59 PM
Muskrat Lightning
Band -
9:30 PM
DJ Robcee
DJOn the Deck — OC nightlife veteran WITH OVER 3 DECADES OF DJ EXPERIENCE playing A SEAMLESS MIX OF dance and party music
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10:00 PM to 1:50 AM
The Event Horizon
BandOne of New Jersey’s top club bands, and fast becoming one of the Northeast’s biggest acts, we thrive on the diversity of the wide variety of the musical taste of today’s individuals. Let’s face it… people today are into much more of a musical variety than ever before. From Rock to Pop to Country to Dance to Hip Hop, a night with The Event Horizon has it all. The incredible vibe and relentless energy of the bands performance, coupled with a state of the art stage production, make for an unparall…
Sunday, Nov 29
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12:00 PM – 11:00 PM
NFL Sundays
Band
Monday, Nov 30
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6:00 PM
Trivia Night
TriviaSign in 5:30 Prizes Specials All ages
Tuesday, Dec 1
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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 2
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5:00 PM – 9:00 PM
Shortcut Sunny
Band
Thursday, Dec 3
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4:00 PM – 8:00 PM
Cecilia Grace
Band -
7:00 PM
Berlin Christmas Parade
Special ChristmasAt Downtown Berlin, Main Street. 80+ Floats, Dancers, Firetrucks, Santa and More! Join us for the largest holiday parade on the Eastern Shore. Parade starts at 7pm at The Berlin Welcome Center, then runs north to the Berlin Fire