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May 2025

Sean Loomis

May 24 @ 2:00 pm - 6:00 pm
Purple Moose Saloon, 108 S Boardwalk
Ocean City, MD 21842 United States
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Go to The Purple Moose Saloon on the Ocean City, Maryland Boardwalk to hear live entertainment this weekend. Listen to musicians playing with local acoustic artist - Sean Loomis. This is going to be an epic night with Sean Loomis, local acoustic artist on stage tonight! 

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Live Music & Wine at Windmill Creek Winery

May 24 @ 5:00 pm - 8:00 pm
Windmill Creek Winery & Farm Kitchen, 11206 Worcester Hwy
Berlin, MD 21811 United States
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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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The Chucks

May 24 @ 10:30 pm
Purple Moose Saloon, 108 S Boardwalk
Ocean City, MD 21842 United States
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 The Chucks are Baltimore's newest party rock band, The Chucks are playing hits that you can sing & rock to at the Purple Moose Saloon on the Ocean City, Maryland Boardwalk tonight.  Bring a few friends and get to Rockin'!

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Live Music & Wine at Windmill Creek Winery

May 25 @ 5:00 pm - 8:00 pm
Windmill Creek Winery & Farm Kitchen, 11206 Worcester Hwy
Berlin, MD 21811 United States
+ Google Map

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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Zion Reggae Band

May 26 @ 4:00 pm - 7:00 pm
Sunset Grille, 12933 Sunset Ave
Ocean City, MD 21842 United States
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Ocean City's Premier Reggae Band takes on the Sunset Grille and Teasers Bar stage in Ocean City, Maryland. See the talented band-members live in-person. Enjoy great tunes, bar-specials, food selections, great-company and more! What song are you looking forward to hearing?   

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Full Circle

May 27 @ 4:00 pm - 8:00 pm
Skye Bar & Grille, 6601 Coastal Hwy
Ocean City, MD 21842 United States
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Full Circle is a great combination of vocals for awesome harmonies - we have lots of fun and try to make sure everyone else does too! Come hear Full Circle Duo on the rooftop at the Skye Bar Restaurant in Ocean City MD! Join the Skye Bar and Grille for happy hour from 3:00 pm to 6:00 pm with great food and drink specials. 

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Live Music & Wine at Windmill Creek Winery

May 30 @ 5:00 pm - 8:00 pm
Windmill Creek Winery & Farm Kitchen, 11206 Worcester Hwy
Berlin, MD 21811 United States
+ Google Map

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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Tripwire

May 30 @ 10:00 pm
Purple Moose Saloon, 108 S Boardwalk
Ocean City, MD 21842 United States
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The edgy and high energy rock band, Tripwire, is all set to perform at The Purple Moose Saloon in Ocean City, Maryland. Their performance promises to be fun and entertaining with a relaxed atmosphere, which makes it enjoyable for everyone. Come and join the crowd at The Purple Moose to dance and rock out with Tripwire!

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Live Music & Wine at Windmill Creek Winery

May 31 @ 5:00 pm - 8:00 pm
Windmill Creek Winery & Farm Kitchen, 11206 Worcester Hwy
Berlin, MD 21811 United States
+ Google Map

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.

Find out more »

Lowercase Blues Band

May 31 @ 8:00 pm - 11:00 pm
High Stakes Bar & Grill, 5799 Lighthouse Cove Ln
Fenwick Island, DE 19944 United States
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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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