In this article, we explored the belongingness hypothesis by examining the influence of youths' dyadic attachments and community connectedness on their experiences of loneliness. Fifth and sixth graders (N = 187) reported on their attachments to their mothers, fathers, best friends, and their connectedness to their schools and neighborhoods. Self-reports of global loneliness, loneliness in the school and neighborhood contexts, and emotional and social loneliness were obtained. Youths' dyadic attachment to their best friends was more significant in accounting for their loneliness experiences than their attachments to either parent. Youths' connectedness to their school and neighborhood communities was significantly associated with their experiences of global, social, and neighborhood loneliness. The data suggest that youths' sense of community within their different environmental contexts (i.p,, neighborhood, school) differentially influence their psychological well-being as demonstrated by their associations to loneliness. The importance of creating communities that meet youths needs is discussed. (C) 2001 John I Wiley & Sons, Inc.