This article describes a single-subject study of the effects of a contextualized instructional package on the area and perimeter performance of middle school students with emotional and behavioral disorders (EBD). The instructional package included area and perimeter problem-solving activities embedded in contextualized, or real-life, scenarios; use of manipulative techniques to reinforce concepts; and a self-monitoring component, a critical behavior management component to instructional interventions for students with EBD. Results indicated that the instructional package was effective for improving area and perimeter performance among the participants; transfer and maintenance results were mixed.