The White Elephant has been an exclusive summertime retreat since the 1920s. The height of preppy New England elegance, this is the place where brides dream of being married and families come for generations. A stone’s throw from the center of town, this 64-room island treasure has accommodations ranging from garden cottages to suites on the harbor. The hotel’s mascot, a white elephant named Trunket, presides over its greener than green lawn. Set with plush lounge chairs, it overlooks bustling Nantucket Harbor and calm Children’s Beach. Brant Point Grill serves up a famed Sunday brunch, with their signature Lobster Bloody Mary. To maximize their vacation-induced glow, guests should not miss the Gift from the Sea Facial at the White Elephant Spa, a deep-cleansing detox treatment with marine exfoliators.