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

January 28 `25

Live Music at the Crabcake Factory Bayside
Trivia Tuesday

CCF Bayside

The Crabcake Factory Bayside is the place to be for great entertainment, food, and drink specials. Enjoy a great meal with live entertainment with your family and friends all year. Don't miss a play; join us to watch your favorite sports teams!

Off Season Fun at CCF Bayside:
Mingo Monday, Trivia Tuesday, and Bar Bingo on Thursday
6:00 pm to 8:00 pm

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Closeup of guitar being played on stage green lights

January 30 `25

Opposite Directions

Seacrets

Come to Seacrets and enjoy your favorite local acoustic rock duo from Ocean City. Featuring Darin Engh and Bob Wilkinson, Opposite Directions was voted "Best Acoustic Rock Duo" by Beachcomber Magazine. Enjoy cover songs from artists like James Taylor, Jimmy Buffet, and CSNY, as well as songs from their release "Seeds of Change" with your favorite drink.

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January 30 `25

Live Music at the Crabcake Factory Bayside
Bar Bingo

CCF Bayside

The Crabcake Factory Bayside is the place to be for great entertainment, food, and drink specials. Enjoy a great meal with live entertainment with your family and friends all year. Don't miss a play; join us to watch your favorite sports teams!

Off Season Fun at CCF Bayside:
Mingo Monday, Trivia Tuesday, and Bar Bingo on Thursday
6:00 pm to 8:00 pm

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January 31 `25

Valerie and Margot

Skye Bar & Grille

The dynamic duo, Margot and Valerie will be live on stage tonight at the Skye Bar in Ocean City, Maryland.

Check these ladies out while you enjoy a great dinner and cocktails with family and friends.

Happy hour is from 3-6pm and features specials such as $1 Oysters, 1 1/4 pound lobsters for $26. Happy hour drink specials include $7.00 Smirnoff Crushes, $5.50 Rails, $1 Off Drafts and $6.00 House Wines.

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people cheers with red wine in wine glasses

January 31 `25

Live Music & Wine at Windmill Creek Winery
Live Music From Frankie Moran

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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woman singing and holding a microphone yellow lights

January 31 `25

Karaoke Fridays with DJ Donnie
Locals Welcome

Residence Inn Ocean City

It's time to have some Friday night fun with DJ Donnie at Bayview Bar & Grille. Stop by for happy hour from 4pm to 7pm. DJ Donnie rocks the house with his mixes at the Bayview Bar & Grille located at the Residence Inn by Marriott Ocean City every Friday night starting at 6pm. Go ahead, step up to the mic....you got this! Fun for all ages.

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January 31 `25

Carley Twigg

Seacrets

Talented, local singer and guitarist, Carley Twigg plays all of your favorite Pop, Country, Rock and Blues live tonight at Seacrets Bar and Grill. Stop in for a great show, dinner with your friends and of course your favorite Seacrets Spirits!

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January 31 `25

DJ Connair

Seacrets

It's time to get your groove on in Ocean City with DJ Connair and your friends at Seacrets in Ocean City, Maryland. Sip on a refreshing Seacrets cocktail and enjoy bay breezes while you dance and enjoy DJ Connair spinning your favorite dance hits.

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February 1 `25

Bleech

Skye Bar & Grille

Talented band, Bleech will be performing at Skye Bar in midtown Ocean City, MD! This talented artist is ready to bring you classic Rock at it's finest! Don't miss Bleech when they make a stop in Ocean City. Make sure you come for Happy Hour at Skye Bar from 3-6pm! Raw bar Happy Hour specials include $1 oysters and 1 1/4lb. lobster for $26. Drink specials include $7.00 Smirnoff Crushes, $5.50 Rails, $1 Off Drafts, and $6.00 House Wines.

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February 1 `25

Live Music & Wine at Windmill Creek Winery
Live Music From Jeremiah Coyne

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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a djs turntable and equipment on a table

February 1 `25

DJ Davie

Seacrets

DJ Davie is ready to mix up your favorite dance tunes and classic hits and knows just how to keep you moving and grooving at Seacrets Jamaica USA. Grab a Seacrets spirit and get on the dance floor, it's party time!

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February 1 `25

The Way Outs

Seacrets

High energy party band, The Way Outs are rockin' on the Tiki Stage at Seacrets in Ocean City. These four rad dudes, usually in Hawaiian shirts will be playing all of your favorite dance music so hit the dance floor and have a great time!

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red and white bingo card and bingo chips on a table

February 2 `25

Bar Bingo with DJ Rupe

Residence Inn Ocean City

Grab your dabbers; it's time for Bar Bingo with DJ Rupe every Sunday night at the Bayview Bar and Grille located at the Residence Inn by Marriott Ocean City. Prizes, drinks specials and fun with family and friends.

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February 6 `25

Blake Haley

Seacrets

Grab your seat by the bay, Blake Haley who has been playing music since he was 15 is playing live on the Pier stage on de bay at Seacrets tonight. While you are at Seacrets you might as well have dinner and your favorite Seacrets spirits.

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February 7 `25

Bryen O'Boyle From Mr. Greengenes

Skye Bar & Grille

Legendary lead vocalist of Mr. Greengenes, Bryen O'Boyle has also been making waves as a an acoustic artist. Don't miss his amazing performances! Make sure you come for Happy Hour at Skye Bar from 3-6pm! Raw bar Happy Hour specials include $1 oysters and 1 1/4lb. lobster for $26. Drink specials include $7.00 Smirnoff Crushes, $5.50 Rails, $1 Off Drafts, and $6.00 House Wines.

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February 7 `25

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

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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February 7 `25

Karaoke Fridays with DJ Donnie
Locals Welcome

Residence Inn Ocean City

It's time to have some Friday night fun with DJ Donnie at Bayview Bar & Grille. Stop by for happy hour from 4pm to 7pm. DJ Donnie rocks the house with his mixes at the Bayview Bar & Grille located at the Residence Inn by Marriott Ocean City every Friday night starting at 6pm. Go ahead, step up to the mic....you got this! Fun for all ages.

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February 7 `25

Opposite Directions

Seacrets

Come to Seacrets and enjoy your favorite local acoustic rock duo from Ocean City. Featuring Darin Engh and Bob Wilkinson, Opposite Directions was voted "Best Acoustic Rock Duo" by Beachcomber Magazine. Enjoy cover songs from artists like James Taylor, Jimmy Buffet, and CSNY, as well as songs from their release "Seeds of Change" with your favorite drink.

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band on a stage with blue stage lighting

February 8 `25

Dear Zoe

Seacrets

Dear Zoe has ONE goal for you as you party with them at Seacrets in Ocean City, Maryland. What is that one goal you ask? It is that the audience exits Seacrets with no voice from singing along so loudly. With many influences from the classics to today, Dear Zoe has a new upbeat sound that brings back the classics but does not shy away from today's popularity. The band was formed in Morgantown PA in 2017 and released an EP in early 2023. Get ready for some fun, catchy, and upbeat melodies. FYI...Zoe is a dog!

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February 8 `25

Lowercase Blues Band

High Stakes Bar & Grill

Lowercase Blues plays blues-based rock with a funkified rhythm – lyrical melodies above percussive bass lines woven around a jazzy drumbeat. Come see the band live at High Stakes Bar and Grill in Fenwick Island which always features some of the best local talent!

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DJ headphones on top of turntable with lights behind

February 8 `25

DJ Mary Jane

Seacrets

Come party with DJ Mary Jane at Seacrets in midtown Ocean City. DJ Mary Jane is a local DJ whose passion for music started at a very young age, she has enjoyed playing at all your favorite bars in Ocean City. Tonight she is at Seacrets and you don't want to miss the party. Party under the palms with great appetizers, food, and drink specials all night long.

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February 9 `25

Bar Bingo with DJ Rupe

Residence Inn Ocean City

Grab your dabbers; it's time for Bar Bingo with DJ Rupe every Sunday night at the Bayview Bar and Grille located at the Residence Inn by Marriott Ocean City. Prizes, drinks specials and fun with family and friends.

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February 13 `25

Full Circle Duo

Seacrets

Full Circle is a great combination of vocals for awesome harmonies - this band has lots of fun and tries to make sure everyone else does too! Come hear Full Circle Duo at Seacrets Ocean City MD tonight!

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February 14 `25

Karaoke Fridays with DJ Donnie
Valentine's Duets

Residence Inn Ocean City

It's time to have some Friday night fun with DJ Donnie at Bayview Bar & Grille. Stop by for happy hour from 4pm to 7pm. DJ Donnie rocks the house with his mixes at the Bayview Bar & Grille located at the Residence Inn by Marriott Ocean City every Friday night starting at 6pm. Go ahead, step up to the mic....you got this! Fun for all ages.

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February 14 `25

DJ Davie

Seacrets

DJ Davie is ready to mix up your favorite dance tunes and classic hits and knows just how to keep you moving and grooving at Seacrets Jamaica USA. Grab a Seacrets spirit and get on the dance floor, it's party time!

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