This paper presents a VR experiment, conducted to assess two analytical models -Dynamic Visibility Analysis (DVA) and Dynamic Enclosure Street Section Analysis (DESSA)-that predict human well-being in urban settings. Well-being was measured in seven VR urban environments that differ in morphology. Comparing participants' preferences in the experiment, measured through the Integrated Well-Being Index (IWI) Questionnaire, to measurements outcomes from the models indicates certain alignments between human preferences and analytical results regarding urban well-being. The results indicate the models' strengths in predicting human experience. Strong relations between participants' ranking in the experiment and the analysis results are seen in the highest and lowest rated well-being variables.

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