The purpose of this study was to investigate pedestrian’s perceptions of sidewalk elements and interface patterns, and to explore the relationship between environmental characters and pedestrian’s perceptions. First, this study investigated the physical attributes of sidewalk, and then used visual simulation technology to produce 48 streetscape slides. Second, the study asked participants to evaluate the perceptions of the streetscape. The results indicated that when the sidewalk was located nearby the greenbelt, the participants would receive the most positive perception and preference. The street trees, wide pavement, shrink the building, arcade without post, planted some plants before building, the wall with higher visual penetration and plants behind the wall had positive influences on pedestrian’s perceptions and preference. Street trees, pavements and others sidewalk elements had interactive influence on pedestrian’s perceptions and preference. Escape, interest and pleasure were three significant predicotrs of the streetscape preference model.