Abstract. We examine general and abstract approaches to web engineering and context-awareness and how they interact with each other. This involves considering the appropriateness of approaches to context when used by a complex application such as a content management system, while, at the same time, presenting how a content management system can use context information to enrich its functionality. We show that the integration of such systems is feasible only if, in both fields, we make use of approaches based on strong information models. Last but not least, we show that the relationship between context engines and content management systems is not at all a one-sided client-server scenario, but rather a mutually important symbiosis.