The Retriever Bar

337 1/2 High St #339, Chestertown
(410) 934-7242

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Locally Sourced Oysters on the Half Shell

Bluefin Dip Fresh Dill and Pickled Onion

Orchard Points - Kent County MD

Huge Beer and Wine Selection

Bluepoints - Connecticut

Chicken Tinga Tacos

Burger and Fries

Chicken Wings

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Recent Reviews

Super cool adult only bar and restaurant thqt serves some really yummy shareable plates in the heart of Chestertown!. Cozy yet upscale and affordable with some amazing creative items on the menu, from oysters to a liver mousse! Cool cocktails too!. Server was spot on with recommendations!. . We will be back, without kids of course!. Great date Night spot!

April 2026

This is our go to place. You will never be disappointed in the food service or the vast knowledge of the mixology for a specific drink. Such a gem located so close to home. Just go, you will not be disappointed.

February 2026

Beautifully decorated bar and some of the best seafood in Maryland. The Orchard Point oysters are awesome, house made cocktail sauce was definitely a hit. Wife really enjoyed the ceaser salad.

January 2026

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Restaurants in Chestertown, MD

The Retriever Bar

Customers' Favorites

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Recent Reviews

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The Retriever Bar