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Dining Out on the Eastern Shore

Talbot County is fast becoming the culinary capital of the Eastern Shore with friendly neighborhood hangouts and fine dining restaurants that are among the most top-ranked in America. Choose from casual Chesapeake Bay seafood fare to perfectly polished, incredibly delicious, ultra sophisticated cuisine set in elegant surroundings.

Easton Restaurants

specializes in New American cuisine with impeccable service enjoyed in one of their exquisite dining rooms or on the porch overlooking the courtyard in historic downtown Easton.

22 South Harrison Street
Easton, MD 21601

www.masonsgourmet.comRestaurant at open table
  Out Of The Fire
Out of the Fire creates a dining experience utilizing interesting and high quality ingredients chosen with integrity on all levels and provided by like-minded producers and growers.

22 Goldsborough Street
Easton, MD 21601

  The Bartlett Pear Inn
Upscale American Bistro with French technique using local products, bar/lounge, light fare cocktail menu.

28 S. Harrison Street
Easton, 410-770-3300

www.bartlettpearinn.comRestaurant at open table
Experience the sophisticated chic décor and lively ambiance of the Scossa dinning room, bar and lounge or dine alfresco at the Scossa Café and enjoy the picturesque charm of Easton’s historic town center.

8 N. Washington Street
Easton, MD 21601

  Local Restaurant at the Tidewater Inn
unwind and experience a rare connection between culinary artistry and approachable atmosphere in a comfortably chic atmosphere.

101 E. Dover Street
Easton, MD 21601

  Legal Spirits
is home to Shore Boys Best Cream of Crab Soup, an Eastern Shore tradition.

42 E. Dover Street
Easton, MD 21601

  General Tanuki's
features contemporary cuisine, around the world specialties, fresh sushi, and a hand-picked beer and wine list.

25 Goldsborough Street
Easton, MD 21601

Chef Ron Brown offers specialty sandwiches, fresh seafood, and more in the dining room, bar or on the patio.

14 N. Washington Street
Easton, MD
Restaurant at open table

  The Wedge

Eclectic menu features the world’s finest cheeses in addition to handcrafted soups, salads, and small plates.

17 Goldsborough Street

  Town and Country
(right next to Eastern Shore Vacation Rentals)

St. Michaels Road
Easton, MD 21601

  Peacock Restaurant and Lounge‎
Casual Elegant

202 East Dover Street
Easton, MD 21601
(410) 819-8007 Restaurant at open table

  Coffee East

3 Goldsborough Street
Easton, MD 21601

  Old Towne Creamery

9B Goldsborough St
Easton, MD 21601

  Hill’s Drug Store
with an old fashioned soda fountain!

30 E. Dover Street
Easton, MD 21601

  The Hangar Café at Easton Airport

Newman Road
Easton, MD


Oxford Restaurants

  Pope's Tavern
Pope's Tavern, a European Bistro, at the Oxford Inn offers a casually elegant dining experience where the cuisine is prepared with the freshest ingredients.

504 South Morris Street
Oxford, MD 21654
Restaurant at open table

  Latitude 38 Bistro
very well-known to locals as well as to tourists, is a dining experience no one should miss, featuring the finest cuts of beef, pork, lamb, and chicken and fresh local seafood and produce.

26342 Oxford Road
Oxford, MD 21654

  Pier Street Restaurant
Overlooking the Tred Avon River, Pier Street Restaurant and Marina serves fresh local seafood, steamed crabs, and clams (transient boat slips available).

104 Pier Street
Oxford, MD 21654

  Schooner's Landing
is a waterfront restaurant and bar with outdoor deck featuring fresh seafood, steamed crabs and beer (transient boat slips available).

Tilgman Street
Oxford, MD 21654


St. Michaels Restaurants

  208 Talbot Restaurant and Wine Bar
in St. Michaels is the premier restaurant on the Eastern Shore and considered by many to be one of the top restaurants in all of Maryland.

208 Talbot Street
St. Michaels, MD 21663
Restaurant at open table
  Ava’s Pizzeria and Wine Bar
Featuring savory gourmet pizzas, pastas, salads, and an extensive wine menu

409 S. Talbot Street
St. Michaels

  Rupert’s London Bar and Tea Room
A British gastropub serving simple dishes made from high-quality ingredients. Afternoon tea is available daily by appointment.

407. South Talbot Street
St. Michaels

  The Bistro
in the heart of historic St. Michaels, is a charming classic French bistro that masterfully combines Maryland regional favorites, traditional American dishes and French/ Mediterranean classics.

403 S. Talbot Street
St. Michaels, MD 21663
  Key Lime Cafe
serving breakfast, lunch & dinner, wine, beer & spirits, features comfort food with a flare.

207 N. Talbot Street
St. Michaels, MD 21663

  The Crab Claw
A St. Michaels landmark, The Crab Claw is known for delicious steamed Maryland blue crabs and other choice seafood (transient boat slips available).

304 Mill Street/Navy Point
St. Michaels, MD 21663

  St. Michaels Crab and
Steak House

offers waterfront dining indoors and on the outside deck, featuring Maryland crabs, fresh seafood and steaks.

305 Mulberry Street
St. Michaels, MD

  Sherwood's Landing
Dining Style: Fine Dining
Cuisine: Seafood, Continental

308 Watkins Lane
St. Michaels, MD 21663
(410) 745-2200 Restaurant at open table

  Khaldi's Coffee
features a drive thru kiosk in front of Graulâs Supermarket

St. Michaels Road
St. Michaels, MD 21663

  Market House

105 N. Talbot Street St. Michaels
St. Michaels, MD

  Justine's Ice Cream Parlor

106 N. Talbot Street
St. Michaels MD

  Blue Crab Coffee Company

102 Fremont Street
St. Michaels, MD


Tilghman Island Restaurants

  Tilghman Island Inn
so visually enchanting, is also the source of culinary distinction, the palette on which our chefs create a medley of both traditional and innovative dishes.

21384 Coopertown Road
Tilghman, MD
Restaurant at open table

  Bay Hundred Restaurant
offers fine dining in the agreeable latitudes of Tilghman Island featuring some of the finest cuisine in the area.

6178 Tilghman Road
Tilghman, MD

  Harrison's Chesapeake House
Join famous Captain Buddy at Harrison's Chesapeake House where waterfront decks with picnic tables groan under the weight of huge platters of hot steamed crabs and pitchers of icy beer and brewed tea.

Tilghman Road
Tilghman, MD

  Two if by Sea
Serving up local’s favorites for breakfast and lunch.

5776 Tilghman Island Road
Tilghman, MD

  The Bridge
Restaurant, tavern and tiki hut!  Enjoy a casual meal while watching the sunset on the historic Knapp’s Narrows Bridge and waterways.

6178 Tilghman Road
Tilghman, MD
www.bayhundredrestaurant.neRestaurant at open table


Chestertown Restaurants

  5 Rivers Tavern
Traditional Eastern Shore fare served with an incredible view over the Chesapeake Bay to the Five River Delta.

12 Ericsson Avenue

  Brix Tapas Kitchen and Wine Cellar
A Spanish tapas restaurant serving gourmet pizza, wines and more.

337 High Street

  Fish Whistle
Chestertown’s only waterfront restaurant overlooking the Chester River

98 Cannon Street
and the Chester River

  New York Kosher Style Deli
This delicious deli offers a variety of stuffed sandwiches, soups, salads, and side dishes. Their food can be eaten in or taken out, and they also provide catering.

323 High Street

  Procolini’s Pizzeria
Serving Kent County’s favorite pizza and Italian specialties.

711 Washington Avenue

  Village Bakery and Café
Local favorite for a cozy lunch or weekend brunch with assorted baked goods.

849 Washington Avenue


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