This paper analyzes the relationship between community gallery spaces as (a) places for pursuing leisure and (b) a means of health promotion through connectedness. We argue that art experience in the community space is an interesting and particular form of leisure which links individuals with communities, cultures and histories. We provide a philosophical reflection on the ways that leisure and health intersect using the experience of art through community galleries as a case example. The community gallery experience as leisure raises interesting questions about the nature of leisure and the role that community spaces and resources can play in connecting individuals to the world in ways that promote their well-being. This paper is not a detailed empirical analysis, but rather a broad survey of the theoretical relationship between art, leisure and health with the aim of motivating a research agenda.