This study aims to assess a sense of place in the context of an Indonesian city through real-time walking experience. With rapid urban development, the cityscape may change, leading to a lack of a sense of place. Here, the sense of place was measured by utilizing individual reactions to different urban design qualities and perceptual qualities during walking. Previous methods on visitors’ evaluation of places, walking experience and photographing, were adapted by adding two more stages: in-depth interviews and a workshop, obtaining participants’ opinions and behaviours. The analysis results showed that the participants experienced the sense of place through physical and non-physical features corresponding to walking speed. While the old buildings and ornament details attracted participants’ attention, this study demonstrated that the two-way interaction with residents also strengthened the sense of place. The major finding was that the participants were concerned about improving pedestrian infrastructure and the conservation of old buildings in the area. With the assistance of in-depth interviews and a workshop, participants’ perspectives were visually reflected in a comprehensive way. This study may be helpful for urban planners to manage the sense of place in historic city centres under the pressure of rapid urban development.