Inn at Perry Cabin

Inn at Perry Cabin began as a country house after the War of 1812 and still uses the landscape and architecture of Maryland’s Eastern Shore as its strongest assets. The white-clapboard buildings, lawns, gardens, and Miles River frontage make the resort feel distinctly nautical without becoming themed.

Guest rooms range from intimate spaces in the original inn to larger accommodations with terraces, fireplaces, soaking tubs, and water views. A restrained palette and natural materials keep the interiors contemporary while preserving the sense of an old coastal house.

The water is not just scenery. The resort maintains sailboats and larger vessels for excursions, and guests can also use kayaks and paddleboards. On land, the Links at Perry Cabin offers a Pete and Alice Dye-designed golf course, while tennis and bicycles add easier ways to stay active.

Spa at Perry Cabin draws on the Eastern Shore for its treatments and includes a relaxation lounge and steam facilities. A seasonal zero-edge pool, landscaped grounds, and Forbes-recognized dining make it possible to spend an entire weekend on the property without feeling confined.

The inn is especially effective for couples or families looking for a genteel East Coast escape within reach of Washington and Baltimore. Its strength is the balance between historic character, genuine access to the Chesapeake, and enough resort infrastructure to justify a longer stay.