The current state of energy and climate transition presents several challenges that are currently not optimally addressed by planning and design practices. Indeed, cities play a central role in this transition, as they are within the main causes of climate change as well as extremely vulnerable to its effects, such as extreme events. In this context, the disciplines of urban planning and design are a great resource for promoting mitigation and adaptation strategies. However, there is a gap between scientific research on the issues and the actual implementation of the resources, mainly due to the inability of planning tools to address these needs, the difficulty of transforming the existing built environment and the engagement of citizens in these processes. These issues can be translated into four knowledge gaps that can be addressed by the disciplines of planning and design: lack of explicit considerations of resilient pathways, lack of innovative implementation tools, local resistance towards landscape transformations, silo thinking. The goal of the thesis is to identify, develop and evaluate climate-sensitive planning and design strategies, considering the environmental criteria, the urban areas and the people who live in them. The research is practice-oriented and gives directions on how to apply scientific knowledge through practices for a responsive and landscape-inclusive climate-energy transition. Specifically, it aims to combine several challenges and promote holistic procedures balancing adaptation and mitigation strategies as well as to include the concept of landscape in the transition. The proposed methodologies are evidence-based, performance-based and landscape-inclusive, connecting different scales of intervention, disciplinary tools, and practices of planning and design. In other words, the thesis promotes urban regeneration for climate and energy transition through an integrated approach between landscape, city, and buildings. This integrated approach addresses the following dimensions of urban challenges: social, environmental, economic, and health.