The course approaches urban planning with an emphasis on the environmental dimension by addressing issues of sustainability and resilience and evaluating practical applications. With the main objectives of enhancing urban resilience to the effects of climate change, revitalising urban space, ensuring comfortable conditions for pedestrians and reducing building energy loads and pollutant emissions, the investigation of design issues in outdoor public spaces includes the analysis of the effects of urban morphology on the microclimate, the integration of elements of nature into the city, the management of water elements and infrastructure networks, the selection of materials, the enhancement of sustainable mobility, the management of natural resources, the utilization of renewable energy sources, etc. These issues are addressed as components of urban planning in the context of its response to the contemporary requirements of the city. The introduction of environmental criteria at the scale of public outdoor spaces focuses on microclimate parameters, the relationship with the surrounding buildings, the integration of elements of nature and the reception of human activity. The investigation of the above issues is done through the design of proposals for the regeneration of a densely built urban area and includes the evaluation of quantitative and qualitative criteria and the use of analytical microclimate simulation software to assess the existing conditions and validate the proposals.