This chapter introduces contextualization of events as means to improve decision support systems in clinical environments. Modern hospitals are full of technology producing electronic records of events and activities, each meaningful in their specific context. This creates the opportunity to culminate these events into a wealth of information that we can tap into to take better informed decisions and facilitate coordination. By means of a problem frame analysis of a use case in a hospital setting, we motivate the importance of event contextualization. We explain and evaluate how the quality of these events impact decision making when changes to a pre-set patient trajectory occur. 16.1 Introduction This chapter focuses on context-awareness in the e-health domain with a case study on the patient trajectory as a clinical process in a hospital setting. We define a patient trajectory as a timeline-oriented representation of what actually has occurred and will happen with the patient during encounters with clinicians. Through inspecting a patient trajectory, a clinician can see how far the plan concerning a patient has progressed, and also whether there have been deviations from the original plan. Based on this information, he can decide if he needs to make any adjustments to