Ocean City MD Maryland Calendar of Events and Special Events in Ocean City

playing cards and poker chips in the sand on a beach

November 21 `24 - November 22 `24

$25,000 Cash Splash Sweepstakes
Earn Prizes and Entries

Ocean Downs Casino

Club Ocean members can redeem one scratch card from the Players Club for every 100 points earned. Match three prizes and WIN THAT PRIZE. Not an instant winner? Don’t worry! Your card becomes a FINALIST ENTRY!

100 points must be earned in a single day. Scratch cards redeemable through 11PM.

FINALIST DRAWING • NOVEMBER 23 • 9PM

FIVE FINALISTS will be drawn. Be there to receive your Cash Splash instructions!

$25,000 CASH SPLASH

NOVEMBER 25 • 7PM

The Ocean Downs Cash Splash Car will personally deliver $25,000 CASH to the home of one lucky finalist!

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red and white bingo card and bingo chips on a table

November 21 `24

Bar Bingo Night

CCF Bayside

Stop by the Crabcake Factory Bayside every Thursday night for an exciting bingo game. Bingo is free to play and complete with prizes, plus great food and drink specials all night long!

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November 22 `24 - November 23 `24

Phil Perdue - "The Piano Man"

Enjoy Phil Perdue "The Piano Man" on the grand piano at the Captain's Table in Ocean City, Maryland. Enjoy fine dining at its best with South African lobster tails, delicious crab cakes, certified angus beef steaks and great selection from the bar. Phil's smooth sounds on the grand piano are a local's favorite on Friday and Saturday nights.

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people cheers with red wine in wine glasses

November 22 `24

Live Music & Wine at Windmill Creek Winery
Carey Farlow Country Music

Windmill Creek Vineyard & Winery

Live music, great food, and of course the best wine on the lawn at Windmill Creek today! Bring your lawn chair to Windmill Creek Vineyard and Winery for the time of your life! Or reserve your Igloo for a unique dining experience.

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November 23 `24

Live Music & Wine at Windmill Creek Winery
Margot & Valerie Duo

Windmill Creek Vineyard & Winery

Live music, great food, and of course the best wine on the lawn at Windmill Creek today! Bring your lawn chair to Windmill Creek Vineyard and Winery for the time of your life! Or reserve your Igloo for a unique dining experience.

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November 23 `24

Thunderball

Purple Moose Saloon

Experience the power of Thunderball moving bodies with everything from rock to country and Metal to pop as you Rock at Purple Moose Saloon on the Ocean City, Maryland Boardwalk. The Bar will be serving your favorite craft beers, cocktails and specialty drinks all night long.

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November 24 `24

Live Music & Wine at Windmill Creek Winery
John O'Dell Pickin' Legend

Windmill Creek Vineyard & Winery

Live music, great food, and of course the best wine on the lawn at Windmill Creek today! Bring your lawn chair to Windmill Creek Vineyard and Winery for the time of your life! Or reserve your Igloo for a unique dining experience.

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bingo ball hopper with lots of numbered balls inside

November 25 `24

MINGO (Music Bingo) Monday

CCF Bayside

Stop by the Crabcake Factory Bayside every Monday night for an exciting mingo game (Music Bingo). Mingo is free to play and is complete with prizes, plus great food and drink specials all night long!

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wooden blocks that spell out the word trivia

November 25 `24

Trivia Night
Win Free Play

Poseidon's Pub at Ocean Downs Casino

Trivia at Poseidon's Pub is the place to be everyMonday and Wednesday night! Trivia starts at 7pm and you have chances to win free play. Winners are announced at the end of each event where the top 3 teams receive their share of FREE PLAY!

We have a showdown of knowledge every Wednesday evening at Poseidon’s Pub!

We kick start the quiz at 7pm and winners are announced at the end of each event.

1st wins $250 FREE Play, 2nd $100 FREE PLAY, and 3rd $75 FREE PLAY. Last place gets $25 Free Play!

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November 27 `24

Trivia Night
Win Free Play

Poseidon's Pub at Ocean Downs Casino

Trivia at Poseidon's Pub is the place to be everyMonday and Wednesday night! Trivia starts at 7pm and you have chances to win free play. Winners are announced at the end of each event where the top 3 teams receive their share of FREE PLAY!

We have a showdown of knowledge every Wednesday evening at Poseidon’s Pub!

We kick start the quiz at 7pm and winners are announced at the end of each event.

1st wins $250 FREE Play, 2nd $100 FREE PLAY, and 3rd $75 FREE PLAY. Last place gets $25 Free Play!

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November 28 `24

Bar Bingo Night

CCF Bayside

Stop by the Crabcake Factory Bayside every Thursday night for an exciting bingo game. Bingo is free to play and complete with prizes, plus great food and drink specials all night long!

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slot machine with 3 black and white sevens

November 29 `24

$3,000 Black Friday Slot Tournament
Benefitting Wicomico Humane Society

Ocean Downs Casino

For a swell start to the holidays, play to win your share of $3,000 CASH at Ocean Downs Casino! Swipe your Club Ocean card at the kiosk to receive one FREE ENTRY! Get an additional entry for every 100 points earned.

Play up to 10 times.

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November 29 `24 - November 30 `24

Phil Perdue - "The Piano Man"

Enjoy Phil Perdue "The Piano Man" on the grand piano at the Captain's Table in Ocean City, Maryland. Enjoy fine dining at its best with South African lobster tails, delicious crab cakes, certified angus beef steaks and great selection from the bar. Phil's smooth sounds on the grand piano are a local's favorite on Friday and Saturday nights.

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November 29 `24

Live Music & Wine at Windmill Creek Winery
Bryan Russo Music

Windmill Creek Vineyard & Winery

Live music, great food, and of course the best wine on the lawn at Windmill Creek today! Bring your lawn chair to Windmill Creek Vineyard and Winery for the time of your life! Or reserve your Igloo for a unique dining experience.

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November 30 `24

Strike It Witch

Ocean Downs Casino

Win BIG On The Spellbinding Banks at Ocean Downs Casino

One Club Ocean member actively playing with their card will be selected every hour to win $250 FREE PLAY & A FINALIST ENTRY. Plus, everyone else actively playing with their card at the same bank of machines will receive $25 FREE PLAY & A FINALIST ENTRY.

GRAND FINALE DRAWINGS

SATURDAY, OCTOBER 26 • 7PM, 8PM & 9PM

One finalist actively playing with their card will be drawn each hour to win $5,000 CASH! Plus, everyone else actively playing with their card at the same bank of machines will receive $500 FREE PLAY!

Must be 21 years of age.
Please play responsibly, for help visit mdgamblinghelp.org or call -1-800-GAMBLER

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November 30 `24

Triple Barrel Bonanza

Ocean Downs Casino

Earn Points at Ocean Downs Casino OCTOBER 1 to 31

750 POINTS = ENTRY FOR $1,000 CASH DRAWING
3,000 POINTS = ENTRY FOR $3,000 CASH DRAWING
5,000 POINTS = ENTRY FOR $5,000 CASH DRAWING

CASH DRAWINGS
SATURDAY, NOVEMBER 30 • 8PM
Look out for the postcards revealing which CASH amounts you’re eligible to win!

Must be 21 years of age.
Please play responsibly, for help visit mdgamblinghelp.org or call -1-800-GAMBLER

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November 30 `24

Rogue Citizens

The right mix of Rock and Reggae, The Rogue Citizens from Ocean City, Maryland are playing a full set of reggae rock, funk and rock tonight at High Stakes Bar and Grill in Fenwick Island Delaware.

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November 30 `24

Totally Stoked
A 90's and 00's Rock Band

Purple Moose Saloon

Totally Stoked is rockin' at the most popular rock bar on the Ocean City Boardwalk, The Purple Moose tonight! The bar is open all day to serve you refreshing cocktails and drinks.

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December 2 `24

MINGO (Music Bingo) Monday

CCF Bayside

Stop by the Crabcake Factory Bayside every Monday night for an exciting mingo game (Music Bingo). Mingo is free to play and is complete with prizes, plus great food and drink specials all night long!

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December 2 `24

Trivia Night
Win Free Play

Poseidon's Pub at Ocean Downs Casino

Trivia at Poseidon's Pub is the place to be everyMonday and Wednesday night! Trivia starts at 7pm and you have chances to win free play. Winners are announced at the end of each event where the top 3 teams receive their share of FREE PLAY!

We have a showdown of knowledge every Wednesday evening at Poseidon’s Pub!

We kick start the quiz at 7pm and winners are announced at the end of each event.

1st wins $250 FREE Play, 2nd $100 FREE PLAY, and 3rd $75 FREE PLAY. Last place gets $25 Free Play!

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beautiful packages on a table with greenery

December 3 `24

Giving Tuesday

Art League of Ocean City

The Art League of Ocean City is giving back on Giving Tuesday! We have Black Friday and Cyber Monday— two days for “getting deals.” Now, we have Giving Tuesday, a global day dedicated to giving back. Celebrate generosity and help us make an impact by giving to the Art League of Ocean City on Tuesday, December 3rd!

Visit shoregivesmore.org/artleagueofoceancity to donate! Early Giving begins on November 25th.

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December 4 `24

Trivia Night
Win Free Play

Poseidon's Pub at Ocean Downs Casino

Trivia at Poseidon's Pub is the place to be everyMonday and Wednesday night! Trivia starts at 7pm and you have chances to win free play. Winners are announced at the end of each event where the top 3 teams receive their share of FREE PLAY!

We have a showdown of knowledge every Wednesday evening at Poseidon’s Pub!

We kick start the quiz at 7pm and winners are announced at the end of each event.

1st wins $250 FREE Play, 2nd $100 FREE PLAY, and 3rd $75 FREE PLAY. Last place gets $25 Free Play!

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December 5 `24

Bar Bingo Night

CCF Bayside

Stop by the Crabcake Factory Bayside every Thursday night for an exciting bingo game. Bingo is free to play and complete with prizes, plus great food and drink specials all night long!

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people and artwork inside an art gallery

December 6 `24

First Friday Exhibit & Opening Reception

Art League of Ocean City

Meet the artists, enjoy hors d’oeuvres, and see the new exhibits by a variety of local artists on display at the OC Center for the Arts in Ocean City.

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December 6 `24 - December 7 `24

Phil Perdue - "The Piano Man"

Enjoy Phil Perdue "The Piano Man" on the grand piano at the Captain's Table in Ocean City, Maryland. Enjoy fine dining at its best with South African lobster tails, delicious crab cakes, certified angus beef steaks and great selection from the bar. Phil's smooth sounds on the grand piano are a local's favorite on Friday and Saturday nights.

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