Concierge.com's insider take:

Aah, the Breakers—one of the most famous, most exclusive, and yes, priciest places to stay in America (it's even snagged a spot on the National Register of Historic Places). Since its opening in 1896, the 550-room Breakers has played host to generations of great families—and those willing to pay big bucks to mix with the great families—during the social season. This 140-acre oceanfront Italian Renaissance–style property has extraordinary views, exceptional service, and amenities galore: Book in here for two 18-hole championship golf courses, three fitness centers, a beach club with fancy cabanas and water sports, five swimming pools, ten tennis courts, a 20,000-square-foot spa, and eight restaurants, most notably gourmet French spot L'Escalier. Lifelong visitors might remember the Breakers' rooms during the less-than-glorious 1990s, when they were, frankly, a little dingy and careworn. The owners have spent $250 million since then, updating the rooms and ensuring guests have access to high-speed Internet while they lounge on the gilt-and-floral furniture.