Commandeer a shady pagoda on the ocean-facing patio of the Omphoy (from $159), a design-conscious property opened in 2009 with Asian-inspired touches, including a grand Shinto-shaped entrance. In the evening, sip a foie gras-infused cognac cocktail ($14) at the lobby bar and play a game of billiards on the handsome Italian table.
Sleep in a charming historical landmark at the Chesterfield (from $169), an 85-year-old hotel built in the style of an English country house and located minutes away from Worth Avenue’s shops and galleries. Its 55 rooms are individually decorated with touches of muted southern camp (think tasseled magnolia-print pillows and beige plaid wallpaper), and the bar is decked out in over-the-top leopard print.
Channel your inner diva in one of the elegant boudoirs at the storied Brazilian Court (from $459), which once hosted the likes of Cary Grant and Greta Garbo. Opened in 1926, the building completed its latest multimillion-dollar refresh in 2008, ushering in an updated island-chic décor. Visit the in-house gallery of California-based artist Mark Bowles’s dreamy abstract paintings, and eat well at the hotel's outpost of Café Boulud.