Restaurants & Bars

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609 S. Talbot Street, #6
St Michaels, MD 21663
(410) 745-0808
St. Michaels Winery serves their premium boutique wines in their tasting room located in the historic Sewing Factory Building. Join us for a glass or bottle to compliment your visit to St. Michaels.
6176 Tilghman Island Road
Tilghman, MD 21671
(410) 886-2720
Full service marina with easy docking on our 1000' floating dock and 20 room inn overlooking picturesque waterway out to the Chesapeake Bay. Restaurant. Pool. Wifi. Meeting Rooms. Fuel Dock.
21551 CHESAPEAKE HOUSE DRIVE
TILGHMAN, MD 21671
(410) 886-2121
The Wylder Hotel Tilghman Island, located on a 3-mile island on the Chesapeake Bay, is a remake of an iconic property. It is an all-season escape that honors hardworking fisherman of yesteryear.
113 S. Talbot Street
St Michaels, MD 21663
(410) 745-5111
Carpenter Street Saloon in St Michaels, two historic juxtaposed buildings. Dining served from 7am, 7 days. The other is a friendly Saloon, revelry, free popcorn-music, pool tables, it's happenin' !
101 N Harbor Rd
St. Michaels, MD 21663
(410) 745-9001
Located within St. Michaels Harbour Inn overlooking the harbor, only 2 blocks from Talbot St. Waterfront Dining at its best! Enjoy a meal prepared by What's Up? Magazine's Best Chef Eastern Shore 2011
308 Watkins Lane
St Michaels, MD 21663
(800) 722-2949
Tucked along a private corner of the Chesapeake Bay, Inn at Perry Cabin by Belmond and its award-winning restaurant Stars remain the only Forbes-rated destinations on the Eastern Shore.
409 S Talbot Street
St. Michaels, MD 21663
(410) 745-3081
Brick oven pizzeria with specialty wine bar. Ava's uses the freshest ingredients possible including cold press extra virgin olive oil, cook our potato chips to order, and make our own pizza dough.
106 N Talbot Street
St Michaels, MD 21663
(410) 745-0404
Serving ice cream the old fashioned way on the Eastern Shore for 25+ years! Come in and try a shake, sundae or ice cream cone. Scooping over 20 premium flavors and 2 homemade flavors each week.
304 Burns Street
PO Box 156
St Michaels, MD 21663
(410) 745-2900
The Crab Claw is open seasonally March thu November. Tour groups and corporate groups are welcome. Rehearsal dinners a speciality. Let us help you plan a true Eastern Shore experience!
407 South Talbot Street
St. Michaels, MD 21663
(410) 745-2106
Theo's Steaks, Sides and Spirits. Sleek, yet traditional steakhouse with hand carved steaks, upscale appetizers and all American classics. Theo's loft upstairs is perfect for your private events.
21651 Lowes Wharf Road
PO Box 12
Sherwood, MD 21665
(410) 745-6684
Join Lowes Wharf Marina and Inn and enjoy spectacular sunsets on the Chesapeake Bay! Waterfront accommodations, restaurant, marina, kayaks and beach.
500 S. Talbot Street
St. Michaels, MD 21663
(443) 786-0965
Great Shoals Cellars tasting room in St. Michaels brings the bounty of Maryland right to your glass. We offer tasting flights of our Maryland wines and ciders, as well as small plate fare.
305 S Talbot Street
St. Michaels, MD 21663
(410) 200-8572
THE GALLEY is THE place to go for fresh, delicious, high quality food, drinks and tasty desserts. Our food is made to order and baked in house. When you dine with us, we consider you part of our fami
305 Mulberry Street
PO Box 870
St Michaels, MD 21663
(410) 745-3737
The local favorite in a casual waterfront setting. Outstanding crabs, steaks, burgers, & crabcakes. Best speciality drinks in town with indoor/outdoor seating. Voted the best steamed crabs on the bay
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