Research on Smart Cities has come of age. Intense discussion on this topic has been ongoing for years, and the academic prominence of this concept has also engendered several policy initiatives inspired by this label at different administrative levels. However, to date, no large-scale evaluation of the relationship between urban smartness and smart urban policies has been attempted. This article aims at filling this gap. By building on a solid definition of Smart Cities, the article tests the empirical relationship between urban smartness and the intensity of Smart City policies. A novel data set on four different types of policies and smart urban characteristics is assembled for 314 European Union cities. Empirical results suggest that Smart City policies are more likely to be designed and implemented in cities that are already endowed with smart characteristics. Our findings also point to a higher probability that Smart City policies are implemented in denser and wealthier urban areas. These empirical results call for further research on the real effects of actual implemented Smart City policies, with the aim to verify the potential of this policy concept as an overall urban development model encompassing the main drivers of endogenous urban growth.