In what ways do students understand and document literacies within out-of-school communities in their school-sponsored writings? How can community literacy sites and public perceptions of community disrepair stimulate students to create written responses on the politics of place? These questions are at the heart of this article's investigation into relationships between writing and contexts. Drawing on research in writing and place as well as in out-of-school literacies, the author examines undergraduate writing students' investigations of literacy practices and acts of meaning making. She details how these acts can motivate students to both document and critique literacies within a local urban community in close proximity to their university setting. The author concludes by discussing how students critiqued forms of community literacies through writing, acts that have implications for the ways writing researchers can work to bridge distances (e.g., cultural, sociological, ideological, political) across school and community spaces. (Contains 1 figure and 6 notes.)