Many of today’s youth feel disconnected from their local communities. At the same time, most of them are regularly connected to the Internet and other digital media to gather information and communicate with their peers. This study conducts a qualitative textual analysis of 14 scholastic and nonscholastic youth media websites to derive five emergent themes related to connecting youth and local communities. While some content examined addressed specific community concerns, the strongest current value of these websites is that they serve as a source of diverse peer support and self-expression for local teens as they collectively experience the joys and struggles of adolescence. These sites also promote attachment to local schools, an important community node and social ecology for teens.