This research focuses on the study of music listening behavior and context-aware recommendation systems. A conducted survey assumes the playback method of music (e.g. playlist or folder, radio) influences the activity context (working and not working). The target group of the survey is residents of Copenhagen and Lisbon. The results reveal a significant difference between the two groups on the overall preference for the playback method when working and not. Future work considers broadening this same research onto intention-aware and emotion recognition to complement its findings.