The Best Hotels Near Tacos Hernandez, by the Record
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A converted boarding house on Tilghman Island, the Wylder is a boutique hotel that does the Chesapeake Bay aesthetic without the usual kitsch, leaning on wood, brass, and rattan rather than lighthouse prints. Rooms come with Egyptian cotton and tablet concierge service, outside there's a saltwater pool and a private marina, and the hotel pairs guests with local charter captains. Maryland blue crab arrives via two on-site restaurants, one helmed by a longtime José Andrés collaborator.
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A colonial-style waterfront resort on the Miles River where the Eastern Shore slows everything down considerably. The Inn at Perry Cabin has been around forever, holds a Forbes Four Star, and still carries a certain old-money ease through its rooms and grounds. Sailors, wedding parties, and weekend escapees from DC tend to share the dock views without anyone minding much. Chesapeake Bay is right there, and the pace makes that feel like the whole point.
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The Tides Inn sits on its own peninsula off the Chesapeake Bay, which means water in every direction and a dock that practically dares you to do nothing all afternoon. It's a full-service waterfront resort, refreshed a few years back with nautical touches and new suites, where staff lead nature tours and host winemaker evenings but also know when to quietly disappear. Old-school in the best way, with none of the irony.
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Four 19th-century buildings on Maryland's Eastern Shore, renovated by a pair of D.C. sisters with design backgrounds into a small, stylish hotel just off the Chesapeake Bay. St. Michaels is one of those historic waterfront towns that leans hard into its colonial bones, so the Wildset's contemporary interiors make a quietly pointed statement. Baltimore and Washington are both about ninety minutes away, which tells you exactly who books a long weekend here.