One of the great draws of Boston is the fantastic neighborhoods. Each has a different flavor, and all are filled with small specialty stores. I love to support local shopkeepers, and the South End is a super place to do it. Boutique owners in this area of 19th century bow fronts offer unique, well edited collections by local artisans and small businesses—Gracie Finn is a nice example of this. You could spend a day wandering the blocks of storefronts until you are so laden with packages, you'll know it's time to wrap it up and hit a nearby watering hole.