This chapter addresses the challenges and opportunities associated with the effective integration of nature-based solutions (NbS) into urban planning in Europe, affecting both urban policies and spatial plans, according to the notion of “regenerative urbanism.” The work explores how NbS can serve as transformative tools to restore ecosystems, improve climate resilience, and promote socio-ecological well-being in urban environments. The main objective of the chapter is to propose a conceptual and methodological framework for integrating NbS into urban planning, emphasising multilevel governance, community engagement, and interdisciplinary collaboration. The study combines conceptual analysis with a review of current policy frameworks and case study evidence from European initiatives, particularly those funded under the Horizon 2020 and LIFE programmes (e.g., NATURVATION, EKLIPSE, and LIFE SeedNEB). Methodologically, it draws on policy review, spatial analysis and comparative urban research to identify barriers and enablers to NbS implementation in planning practice. The key findings of the research highlight persistent challenges in the attempt to integrate NbS into the realm of planning: fragmented governance, limited technical capacity, socio-spatial inequalities, and lack of robust monitoring and financing mechanisms. Despite these obstacles, the study highlights promising examples at both the building and community levels—such as green roofs, community gardens, and co-design processes—that demonstrate the potential of NbS to regenerate urban spaces while improving public health and social cohesion. By focusing on community-scale interventions and their integration into planning frameworks, this chapter aligns with the Nature and Climate Resilience section of the volume by two main contributions. Firstly, it proposes a novel perspective on operationalising regenerative urbanism through NbS by providing practical guidance for planners, policymakers and researchers. Secondly, it shows how NbS can help cities become more resilient, inclusive and sustainable by balancing environmental, social and spatial dimensions in the face of climate challenges.