Transit choice research focuses predominantly on mode choice and route choice, whereas very few studies on stop choice are conducted. To fill this gap, this research aimed to study transit stop choice behavior with a focus on how people strategize when making their choices. It is hypothesized that travelers treat stops differently based on various schemes (strategies); minimizing travel time, access time, and the number of transfers are the schemes considered in this study, and the effectiveness of several discrete choice model specifications was examined. The study found that path attributes and stop attributes have significant impacts on stop selection behavior. Furthermore, users’ socioeconomic characteristics along with trip timing play important roles in choosing transit stops. The outcomes of this study could facilitate the recent move toward development of behavioral route choice models using smart card data, which can then assist travel demand estimation models with a focus on public transport.