Within the most recent discussion on smart cities and the way this vision is affecting urban changes and dynamics, this book explores the interplay between planning and design both at the level of the design and planning domains¿ theories and practices. Urban transformation is widely recognized as a complex phenomenon, rich in uncertainty. It is the unpredictable consequence of complex interplay between urban forces (both top-down or bottom-up), urban resources (spatial, social, economic and infrastructural as well as political or cognitive) and transformation opportunities (endogenous or exogenous). The recent attention to Urban Living Lab and Smart City initiatives is disclosing a promising bridge between the micro-scale