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October 2026

Jess Arms at Skye Bar & Grille

October 30 @ 4:00 pm - 8:00 pm
Skye Bar & Grille, 6601 Coastal Hwy
Ocean City, MD 21842 United States
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Come enjoy live entertainment this week at Skye Bar & Grille in West Ocean City! Dance the night away with your friends and family and make long lasting memories. Take advantage of the dining deals and drink specials while admiring the beautiful rooftop views. This will be a good time guarantee so don't miss a beat! 

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Phil Perdue – “The Piano Man”

October 30 @ 5:00 pm - 9:00 pm
Captain’s Table Restaurant and Bar, 2 15th St
Ocean City, MD 21842 United States
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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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Live Rock Music at The Purple Moose Saloon

October 30 @ 9:30 pm
Purple Moose Saloon, 108 S Boardwalk
Ocean City, MD 21842 United States
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Your downtown rock and roll entertainment destination awaits - the Purple Moose Saloon! Check out The Purple Moose Saloon on the Boardwalk for your favorite saloon snacks and brews while dancing to the best of rock 'n roll. Bring your friends and come dance the night away! 

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Live Rock Music at The Purple Moose Saloon

October 30 @ 9:30 pm
Purple Moose Saloon, 108 S Boardwalk
Ocean City, MD 21842 United States
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Your downtown rock and roll entertainment destination awaits - the Purple Moose Saloon! Check out The Purple Moose Saloon on the Boardwalk for your favorite saloon snacks and brews while dancing to the best of rock 'n roll. Bring your friends and come dance the night away! 

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Live Music at Pickles Pub

October 30 @ 9:30 pm
Pickles Pub, 706 Philadelphia Ave
Ocean City, MD 21842 United States
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Come to Pickles Pub with your family and friends and enjoy a great meal plus check out the great bands and DJ's while you are here. Drink Specials:Sunday Funday: $5 Bloody Mary's, Mimosas, and Screwdrivers Until 3 pm, $7 Tully Breakfast Shots  Monday:  1/2 Price Wings and $4.50 Konas until 6 pm Tuesday: $2.25 Beef and Chicken Tacos, 25% Off Quesadillas and Nachos, $4 Modelo, $6 Milagro Margaritas Until 6 pm                 9:30 pm: …

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Live Entertainment Today at Harborside

October 31 @ 12:00 am
Harborside Bar & Grill, 12841 Harbor Rd
Ocean City, MD 21842 United States
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It's always a good time at Harborside Bar & Grille!  Harborside is the the home of the original fresh squeezed orange crush, have lunch or dinner and and enjoy local DJ's and great band from coast to coast.   

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Halloween Party & Costume Contest and the Annual Zombie Bar Crawl

October 31 @ 11:00 am
Purple Moose Saloon, 108 S Boardwalk
Ocean City, MD 21842 United States
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 Costume Contest and Halloween Party at the Purple Moose Saloon  And of course, the Annual Zombie Bar Crawl with spooky drink specials and professional zombie makeup available  Halloween Party & Costume Contest with Black Hole Sons starting at 9:30 pm Prizes: $200 1st Place, $100 2nd Place and $50 3rd Place  Come for the Boos, stay for the fun, a fright to remember!

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Randy Lee Ashcraft

October 31 @ 4:00 pm - 8:00 pm
Skye Bar & Grille, 6601 Coastal Hwy
Ocean City, MD 21842 United States
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Randy Lee Ashcraft is playing live on stage at the Skye Bar & Grille!  Treat yourself and go hear this talented musician play beach country music live.  This should be a great night of entertainment with Randy Lee Ashcraft, local beach country artist on stage tonight! 

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Phil Perdue – “The Piano Man”

October 31 @ 5:00 pm - 9:00 pm
Captain’s Table Restaurant and Bar, 2 15th St
Ocean City, MD 21842 United States
+ Google Map

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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Haunted Island Halloween Party at Fager’s Island

October 31 @ 5:30 pm
Fager’s Island, 201 60th St
Ocean City, MD 21842 United States
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With two parties in one, Fager's Island is place to be every on Saturday, October 31st!Dusk Til' Dawn, 5:30 pm - Live Music: Other Brother Darryl on the Deck - Early Costume ContestDead of Night, 9:30 pm - Shake the Room takes the stage with DJ RobCee on the Deck  - Grand costume contest with cash and prizes 

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