Resourcefulness, a community’s capacity to engage with their local resource base, is essential in contributing to resilience, the potential to adapt to external challenges and shocks. Resourcefulness and social innovation have some overlapping qualities, however, the academic connection between the two concepts is yet to be explored. Social innovations include new practices, ideas, and initiatives that meet societal needs and contribute to social change and empowerment. Through in-depth interviews and participant observation, this study researches conditions and processes of resourcefulness in facilitating social innovation in rural, peri-urban, and urban community gardens in the North of the Netherlands. Comparing differing contexts, five main enablers for altering social relations and community empowerment have been identified: (1) clear goals and motivations; (2) diversity in garden resources; (3) experimental knowledge processes; (4) strong internal support and recognition; and (5) place-based practices. Above all, this research stresses the importance of defining resourcefulness as a process and foregrounding the place-based contextual nature of innovative collective food system practices.