Such a feeling crept up on Stephanie Joss when she heard her two children, ages 8 and 10, comparing the merits of various Four Seasons resorts. Both she and her husband come from middle-class families. They’ve grown wealthy through long hours spent over two decades working in investment banking and the law. When they leave New York City during their limited time off, they want to treat themselves to hotel stays and experiences that are as relaxing and memorable as possible. Still, Joss can’t quite shake the nagging question of whether her children need a bit of a reality reset.
