Walnut Street, Philadelphia

With over 200 shops and a spot on Women's Wear Daily Magazine's list of the most expensive shopping districts in America, Walnut Street is a mandatory stop for high rolling spenders. After eating at a gourmet restaurant and purchasing designer clothes, relax a the Rittenhouse Square or Washington Square . In the mood for a movie? Buy a ticket to a show at the longest-running theater in the United States, at the Walnut Street Theatre . Walnut Street eventually runs into the expansive University of Pennsylvania .