Best of Boston

One hundred and fifty years young this year, this classic Nantucket resort sits perched at the head of the harbor—which is just 20 minutes from downtown on the hotel’s complimentary shuttles, and a few minutes on its boat, The Wauwinet Lady, which offers a daily gratis ride at 4 p.m. This geographical separation is what may, in fact, preserve the classic elegance that is the Wauwinet. Lucky guests enjoy high-end service, water-view rooms with crisp interiors, complimentary BMWs for navigating the island, harbor sails and tours, fine dining at Topper’s, and a gorgeous green lawn appointed with padded loungers from which to stretch out and enjoy the harbor view—with a cocktail or two, naturally.