Having a sense of connectedness to school may help students thrive, increasing their capacity for engagement and protective factors. A qualitative case study design was used to explore the research question: How do students at Anywhere High School experience connectedness at school? Two focus groups with juniors and seniors were conducted. Four themes emerged from a thematic data analysis. Connectedness has the power to create positive relationships while disconnectedness has the power to destroy them. Student involvement in activities, even simply attending school-related activities, fosters connectedness. Connectedness does not remain static—students’ sense of connectedness changes with the growth and development of their identity. Further, students desire connection to adults and peers at school and a place to display vulnerability. Directions for future research, as well as recommendations, are discussed.