Examining the similarity of event environments or surroundings—more precisely, settings—provides additional insight in analyzing event sequences, as it provides information about the context and potential common factors that may have influenced them. This article proposes a new similarity measure for event setting sequences, which involve the space and time in which events occur. While similarity measures for spatiotemporal event sequences have been studied, the settings and setting sequences have not yet been studied. While modeling event setting sequences, we consider spatial and temporal scales to define the bounds of the setting and incorporate dynamic variables alongside static variables. Using a matrix-based representation and an extended Jaccard index, we developed new similarity measures that allow for the use of all variable data types. We successfully used these similarity measures coupled with other multivariate statistical analysis approaches in a case study involving setting sequences and pollution event sequences associated with the same monitoring stations, which validate the hypothesis that more similar spatial-temporal settings or setting sequences may generate more similar events or event sequences. In conclusion, the developed similarity measures have wide application beyond the case study to other disciplinary contexts and geographical settings. They offer researchers a powerful tool for understanding different factors and their dynamics corresponding to occurrences of spatiotemporal event sequences.