This book presents cutting-edge work on innovative planning methodologies, tools and experiences aimed at supporting the transition of our cities and regions towards a more smart and sustainable dimension. This book comprises a selection of the best papers presented at the international conference “Smart and Sustainable Planning for Cities and Regions 2015”, held in November 2015 in Bolzano, Italy. Contributions from different research fields within urban and regional planning from the scientific as well as the professional community are presented: energy planning for cities and regions, how to couple the energy-climate goals with the development or renovation of the built environment and how to tackle the vulnerability to climate change; smart and sustainable technologies, big data, integrated infrastructures and mobility management, from holistic geospatial tools to innovative apps and Internet of Things; benefits, costs and opportunities of urban transition toward a more smart and sustainable dimension, accounting and assessment of values and trade-offs within the decision making processes; governance for smart and sustainable growth, fostering place-based policy-making, active and effective stakeholders’ participation, co-production and public-private partnerships; cooperation and demonstration projects: their role in fostering the adoption of new approaches and technologies, towards the development of win-win solutions.