The Shanty Beach Bar

21085 Tolchester Beach Rd, Chestertown
(410) 778-1400

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Customers' Favorites

Blackened Fish Sandwich

Fried Rockfish Bites

Crab Cake Sandwich

Oven Roasted Wings

Chicken Tenders

Soft Pretzel

Cheeseburger

Rum Bucket

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Recent Reviews

Great waterfront location with large shaded deck and picnic tables on the beach. Food menu has been expanded with more options. Burgers, fish, and pork sandwiches are good. Fries are hot and crispy. Crushes are offered in many flavors, but the must have drink is the frozen mudslide made with ice cream sandwiches! Very yummy! There is also live music with no cover charge.

August 2025

Large outdoor dining, bar and live music venue. Large sandy beach with fabulous views of the Chesapeake Bay shipping channel traffic during the day. Live bands perform afternoons and evenings every weekend Memorial Day through September- no cover charge or entrance fee. Large dance area and plenty of seating throughout the facility. Excellent career bartenders who know how to make a drink. In my opinion this place is in the top 10 best waterfront bars on Marylands Eastern Shore....

July 2025

It's a great spot and definitely will be back.
Great music.
Great drinks
Nice breakfast spot.
Pool for ya when you are staying with your boat for the night or weekend!
Deck hands and the service was awesome !

Thank you

July 2024

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Restaurants in Chestertown, MD

The Shanty Beach Bar

Customers' Favorites

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The Shanty Beach Bar