The Eastern Shore Hotels

Outside of Cambridge's singular Hyatt Regency and Ocean City's approximately 10,000 hotel rooms—the great majority of accommodations throughout this region a... Read More

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1. Five Gables Inn & Spa

$ | 209 N. Talbot St., St. Michaels, Maryland, 21663-2103, United States

Three circa-1860 houses have been turned into an elegant and comfortable getaway. All rooms have a private por... Read More

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2. Inn at Perry Cabin

$$$$ | 308 Watkins La., St. Michaels, Maryland, 21663-2114, United States

On 25 acres beside the Miles River, this luxury inn—operated by the world-renowned Orient Express Hotels group... Read More

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3. The Oaks, a Country Inn

$$ | Rte. 329 at 329 Acorn La., Royal Oak, Maryland, 21662-0187, United States

Antebellum grace defines this 1748 mansion on 17 acres along the banks of Oak Creek, 3 mi from St. Michaels. T... Read More

4. Victoriana Inn

$$$ | 205 Cherry St., St. Michaels, Maryland, 21663, United States

Adirondack chairs line a sloping expanse of lawn leading to the formal gardens of what was once a Civil War ar... Read More

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