The American Hotel

If you could take just one photo: The American Hotel

Vintage rules at this century-old Sag Harbor landmark. Victorian fireplaces, mounted moose heads, and enough antiques to make your grandmother swoon. Book far in advance, as there are only eight elegantly-styled rooms[em]each with private sitting area and Jacuzzi bathtub[em]and scores of three-named patrons eager to snag them. TIP: the privileged patio offers prime Sag Harbor people-watching, French-American fare, and one of the country’s most famous wine lists (showcasing 1,700 selections).

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250 years ago, at the height of the Revolutionary War, British soldiers were sitting where you are now. 150 years ago, it was a prime place for mingling with whalers on shore leave in Sag Harbor. Today it’s just you and a glass of local merlot on The American Hotel’s iconic trellised porch. Built in 1846 (replacing an earlier inn that billeted the Redcoats), the famous American Hotel now features lavish, antique-filled rooms and one of the best restaurants on the East End. Extensive restoration and preservation efforts have resulted in an enduring reputation as a weekend getaway gem. And from this spot—with a view of Sag Harbor’s lively Main Street flowing by and, say, a bison filet mignon coming—you see why.

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