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May 2026

Party Under The Palms | Live Music and DJ’s at Macky’s

May 26 @ 10:00 pm
Macky’s Bayside Bar & Grill, 5311 Coastal Hwy
Ocean City, MD 21842 United States
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Join us tonight at Macky's Bayside Bar & Grill to Party Under The Palms!  Get ready to dance and have fun with friends and family under the stars while enjoying cocktails, a late dinner with live bands and DJs on stage.

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Theme Night at Macky’s

May 26 @ 10:00 pm
Macky’s Bayside Bar & Grill, 5311 Coastal Hwy
Ocean City, MD 21842 United States
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Macky's Tuesday night theme parties are back! Featuring a new theme and live DJ's each week starting May 26th through August 25th. The fun starts at 10:00 pm.  Check out the Theme Night Schedule for the season below and get ready for Summer Nights at Macky's Bayside Bar and Grille.  Dressing up for the weekly theme is encouraged!  COME IN COSTUME = NO COVER CHARGE

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Live Music at Pickles Pub

May 27 @ 12:00 am
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 Wednesday: 1/2 Price 1/2 lb Charbroiled Burgers, $4.00 Kick the…

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Live Entertainment Tonight at Harborside

May 27 @ 3:00 pm - 6:00 pm
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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Darin Engh

May 27 @ 4:00 pm - 8:00 pm
Skye Bar & Grille, 6601 Coastal Hwy
Ocean City, MD 21842 United States
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Darin Engh is usually caught playing in his band Opposite Directions, but his solo act is just as amazing!    Come down to the Skye Bar & Grill at noon for some great live entertainment!

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DJ E-State

May 27 @ 9:00 pm
Seacrets, 49th Street On The Bay
Ocean City, MD 21842 United States
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If you're looking for a party, complete with palm trees and Seacrets spirits, then you are going to want to head to Seacrets tonight!  The party with DJ E-State begins at 9 pm on the Tiki stage. Get ready to dance the night away with DJ E-State, enjoy frozen cocktails and bar specials, and so much more beneath the palm trees.      

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Natty Night With DJ Wax at Fish Tales

May 27 @ 10:00 pm
Fish Tales Bar and Grill, 2107 Herring Way
Ocean City, MD 21842 United States
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Fish Tales famous Natty Night is back  with the first Natty Night of the season starting May 20, 2026! COme on out and dance to beats by DJ Wax and enjoy $1 Nattys, $2 Green Tea Shooters, $2 White Tea Shooters, $3 Rails, $4 Surfside and Nutrls and $5 Bombs every Wednesday night. Good times and great bay breezes and views await you!   

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Live Music at Pickles Pub

May 28 @ 12:00 am
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 Wednesday: 1/2 Price 1/2 lb Charbroiled Burgers, $4.00 Kick the…

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Margot and Valerie

May 28 @ 4:00 pm - 8:00 pm
Skye Bar & Grille, 6601 Coastal Hwy
Ocean City, MD 21842 United States
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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 $7.50 Smirnoff Crushes, $6.00 Rails, $1 Off Drafts and $7.00 House Wines. 

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Live Entertainment Tonight at Harborside

May 28 @ 5:00 pm - 8:00 pm
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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