Dock Square

To get a feel for Kennebunkport's personality, spend an afternoon in Dock Square. This neighborhood -- nestled in the center of town -- bustles with boutique shoppers and art gallery-hoppers during the summer months. And the plentiful patio cafés offer sweet people-watching perches as well as succulent lobster rolls and other fresh-catch dishes.

While Dock Square is best experienced in the summertime, a handful of shops keep their doors open during the cold months, promoting sweet deals for bargain hunters.