The Eastern Shore Restaurants

Clearly "seafood"—finned fish and shellfish from the Chesapeake and its tributaries—reigns. Many menus include local dishes and seasonal highlights, such as corn and cantaloupe ("'lopes") in the summertime.

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  • 1. The Narrows

    $$$

    The spacious contemporary dining room, its porchlike extension, and an adjacent bar all face southward to the Eastern Bay and across this restaurant's slim namesake waterway separating Kent Island from the Eastern Shore mainland. One of the region's largest commercial fishing fleets is harbored next door. Specialties include a Caesar salad with fried oysters and grilled peppered tuna, served over sautéed spinach; and Crab Imperial, lump crabmeat, and select oysters baked with imperial sauce, topped with bacon. The Narrows' dinner menus include "Light Suppers," that encourage a second look at the to-die-for—or -from—desserts listing. checked aug 2010

    3023 Kent Narrows Way S, Grasonville, Maryland, 21638-1025, USA
    410-827–8113

    Restaurant Details

    Rate Includes: Credit cards accepted, Reservations essential
  • 2. 208 Talbot Restaurant & Wine Bar

    $$$

    Unobtrusively situated on St. Michaels' busy main street, 208 Talbot, long a favorite among discriminating diners, has several intimate dining rooms with exposed brick walls and brick floors. Specialties include such original first-course dishes as house-cured gravlax served with fresh mango, avocado, jalapeño pesto, and grilled flat bread; and more-traditional second-course entrées such as whole grilled rockfish accompanied by braised greens, grape tomato relish, and hush puppies; as well as a welcome variety of meat dishes. Small plates ($8–$14) are available for more conservative appetites, and on Saturday there's a four-course prix-fixe menu available ($55).

    208 N. Talbot St., St. Michaels, Maryland, 21663-2102, USA
    410-745--3838

    Restaurant Details

    Rate Includes: Credit cards accepted, Closed Sun.–Tues.
  • 3. Blue Heron Café

    $$$

    This relaxed, contemporary dining room has high, sloped ceilings and skylights. Among its crab offerings and pasta, as well as chops and steaks, the café's most sought-after entrée is baked rockfish, but don't overlook the oyster fritters, a signature dish. Weekend nights are busy, and the service here is genuine and attentive.

    236 Cannon St., Chestertown, Maryland, 21620, USA
    410-778--0188

    Restaurant Details

    Rate Includes: Credit cards accepted, Closed Sun.
  • 4. Crab Claw Restaurant

    $$$

    Owned and operated by the same family since 1965, this St. Michaels landmark started as a clam- and oyster-shucking house for watermen long before that. Diners at both indoor and outdoor tables have panoramic views over the harbor to the river beyond, but dockside tables are the best. As the name suggests, this is the down-home place for fresh steamed and seasoned blue crabs. But the extensive menu also includes sandwiches and other light fare as well as other seafood and meat dishes. Children's platters are available, too.

    304 Burns St., St. Michaels, Maryland, 21663, USA
    410-745--2900

    Restaurant Details

    Rate Includes: No credit cards, Closed Nov.--mid Mar.
  • 5. Fish Tales Bar and Grill

    $$

    When the children need a break from the standard boardwalk fare, take 'em to this incredibly family-friendly restaurant, where children are part of the action. Youngsters can play on an awesome pirate ship or on the soft beach with the Frisbee that comes with their meals. The food is as easygoing as the atmosphere, from a fried chicken and barbecued ribs combo to skewered surf and turf. There's also a slew of economical offerings "From the Dock" and "From the Farm," as well as an extensive menu for "L'il Skippers," like pizza and mac and cheese. At night, a bit of a rowdy (yet civilized) older bar crowd likes to congregate on the waterfront benches.

    2207 Herring Way, Ocean City, Maryland, 21842, USA
    410-289–7438

    Restaurant Details

    Rate Includes: Credit cards accepted
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  • 6. Hemingway's

    $$$

    Perched near the eastern end of the Bay Bridge, the upper-level indoor dining area and the broad veranda of this restaurant provide panoramic views westward across the Bay and of the city of Annapolis beyond. Sunsets can rival those off Key West, home of the restaurant's namesake. Entrées include Atlantic salmon and coconut sesame shrimp. In summer an informal bar and grill, Lola's, opens at 5 pm Thursday through Sunday on the lower level, with tables on the lawn adjacent to its private dock. Live music on weekends enhances its simple soup-and-sandwich menu.

    357 Pier 1 Rd., Stevensville, Maryland, 21666-2601, USA
    410-643–2722

    Restaurant Details

    Rate Includes: Credit cards accepted
  • 7. Holly's Restaurant

    $

    This family-style restaurant is reason enough to stop in Grasonville. Watch for its sign off Route 50. Holly's specializes in all the Eastern Shore favorites, including a spectacular crab soup and crab cakes, but the fried chicken is the real attraction. Down-home and unpretentious, this is the real thing.

    108 Jackson Creek Rd., Grasonville, Maryland, 21638, USA
    410-827–8711

    Restaurant Details

    Rate Includes: Credit cards accepted, Daily, 7 am–9:30 pm., Reservations not accepted
  • 8. Phillips Crab House & Seafood Buffet

    $$$

    Feast on crab cakes, crab imperial, or stuffed and fried shrimp at the 1956 home of an O.C. institution that is the original of three Phillips locations here and has since grown into a regional chain (Phillips By the Sea 1301 Atlantic Ave.Phillips Seafood House 14101 Coastal Hwy.). Considered the city's most popular dining site, the restaurant has a dark-panel dining area with decorative stone floors, Tiffany-style hanging lamps, stained-glass windows, and funky wall art. Expect big crowds in the summer months. Its seafood buffet is served in an upstairs dining room.

    21st St. at Philadelphia Ave., Ocean City, Maryland, 21842-7362, USA
    410-289–6821

    Restaurant Details

    Rate Includes: Credit cards accepted
  • 9. The Bayard House

    $$$

    One of the few restaurants in Chesapeake City, the Bayard House has cuisine and service that would stand out anywhere. Patrons in the know travel to this canal-shop eatery for dishes such as tournedos Baltimore, twin fillets of beef topped with crab and lobster; stuffed Anaheim pepper, chilies stuffed with lobster, crabmeat, and shrimp; and de rigueur Maryland crab cakes. The Maryland crab soup is even more widely renowned.

    11 Bohemia Ave., Chesapeake City, Maryland, 21915-1484, USA
    410-885–5040

    Restaurant Details

    Rate Includes: Credit cards accepted
  • 10. The Shark on the Harbor

    $$

    Don't let the name scare you: The namesake shark is meant to be your dinner, prepared any way you like. This off-the-beaten-path place in West Ocean City is worth the trek and takes advantage of every bay view, including from the sweeping rooftop bar. Dishes experiment with unusual flavors like the tuna with wasabi-cream sauce and pineapple meringue. Go for the Eggplant Tower stuffed with layers of shrimp, lump crab, and wild mushrooms with fresh-shaved Parmesan. Entrées are $5 from 3 pm to 5 pm, and a live jazz band plays on Thursday nights.

    12924 Sunset Ave., West Ocean City, Maryland, 21842-9270, USA
    410-213–0924

    Restaurant Details

    Rate Includes: Credit cards accepted
  • 11. Waterman's Crabhouse

    $$

    DPRICE This casual dockside restaurant looking southward toward the Chesapeake Bay Bridge in the distance has lots of local color. The menu includes ribs, steaks, and fried oysters, but its crab dishes are legendary, as are its homemade cheesecake and key lime pie. Warm summer weekends mean live entertainment and seating on the 40-foot deck. There's a deep-draft dock for diners arriving by boat. Waterman's gets very busy on the weekends, so be prepared to wait.

    21055 Sharp St., Rock Hall, Maryland, 21661, USA
    410-639–2261

    Restaurant Details

    Rate Includes: Credit cards accepted, Closed Jan. and Feb.
  • 12. Woody's Crab House

    $$

    You can buy crabs here, of course, and have them served any number of imaginative ways. But slurp one of the thick homemade soups, or down the famous Carolina shrimp burger, to understand why this funky little eatery is so popular. The children's menu is a thoughtful extra. But go easy on the real food: Woody's ice-cream parlor, next door, includes seasonal favorite flavors such as apple, pumpkin, and Fourth of July (a celebration of red, white, and blue ice creams). Call ahead if you want traditional crabs. Woody's is quite hopping, so they occasionally run out.

    29 S. Main St., North East, Maryland, 21901-3909, USA
    410-287–3541

    Restaurant Details

    Rate Includes: Credit cards accepted, Reservations not accepted

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