No matter what you’re craving, the Eastern Shore of Maryland will satisfy your appetite. Between the region’s bayfront eateries, intimate cafes, and fine dining hotspots, there’s something for everyone. Seafood lovers especially delight in the area—there are so many Eastern Shore Maryland seafood restaurants to choose from! Below, we’ve listed just a few of our favorites.
3 of Our Favorite Eastern Shore Maryland Seafood Restaurants
The Fish Whistle
The Fish Whistle is an institution here! With beautiful waterfront views and a menu featuring plenty of exceptional seafood dishes, it’s no wonder. This popular spot is open every day of the week. We recommend stopping in and sampling a signature dish like the no-filler crab cakes, which are created using a secret recipe and garnished with a mouthwatering red pepper aioli. Find this local favorite St. George, just few minutes away.
Blue Heron Oyster House
Blue Heron Oyster House is one of our favorite restaurants in the Chestertown area! Located in neighboring Rock Hall, Blue Heron Oyster House is a casual, waterfront seafood restaurant and tiki bar known for its fresh oysters and traditional mid-Atlantic seafood. Guests can enjoy a laid-back, coastal atmosphere with outdoor seating, a lively tiki bar, and stunning waterfront views. The menu features a raw bar, seafood specials, and local favorites, making it a perfect spot for a relaxed meal by the bay.
The Retriever Bar & Oysters
For a truly unique dining experience on the Eastern Shore of Maryland, we recommend giving The Retriever Bar & Oysters a try. The Retriever Bar in Chestertown, Maryland, is a neighborhood oyster bar that celebrates the bounty of the Chesapeake. With a classic menu featuring fresh oysters and seafood, it offers a welcoming atmosphere for locals and visitors alike. The bar is known for its extensive spirits selection, creative cocktails, and lively yet cozy ambiance. Whether you’re stopping in for a drink or indulging in a seafood feast, The Retriever Bar delivers a memorable experience in the heart of Chestertown.
Stay Near the Best Eastern Shore Maryland Seafood Restaurants
Whether you are here exploring the food scene on a Chesapeake Bay scenic drive, sampling the many fun activities in the area, or simply getting away from it all for a while, Brampton Inn is the best place to stay on Maryland’s Eastern Shore. Get a good night’s sleep in one of our bright, airy, and spacious accommodations and wake up to a freshly prepared breakfast you’ll never forget. Later, join us for tea time and social hour for light snacks and drinks! Finally, end your day “porch surfing” (we’ll explain) as the sun sets over the horizon. By the end of your first day staying with us, you’ll see why so many people discover their most relaxed (and well-fed) selves here!