When travelling in space, humans perceive the environment and evaluate it affectively. This chapter illustrates how mobile crowdsourcing and social media data can be used to study people’s affective responses to different environments. It also showcases how these affective responses can be used to provide a better understanding of human?environment interaction, as well as to enable smart geospatial applications (particularly navigation systems). This chapter also discusses some essential challenges that need further investigations when crowdsourcing people’s affective responses. Some of these challenges are participation motivating, data quality and privacy.