Whereas some application domains show a certain consensus on the role of system factors, human factors, and context factors, QoE management of multimedia systems and services is still faced with the challenge of identifying the key QoE influence factors. In this chapter, we focus on the potential of enhancing QoE management mechanisms by exploiting valuable context information.To get a good grip on the basics we first discuss a general framework for context monitoring and define context information, including technical, usage, social, economic, temporal, and physical factors. We then iterate the opportunities and challenges in involving context in QoE monitoring solutions, as context may be, e.g., hard to ascertain or very situational.