This paper discusses problems of visualizing humanities data of various forms, such as video data, archival data, and numeric-oriented social science data, with three distinct case studies. By describing the visualization practices and the issues that emerged from the process, this paper uses the three cases to each identify a pertinent question for reflection. More specifically, I reflect on the difficulty, thoughts, and considerations of choosing the most effective and sufficient forms of visualization to enhance the expression of specific cultural and humanities data in the projects. Discussions in this paper concern some questions, such as, how do the multi-modality of humanities and cultural data challenge the understanding, roles, and functions of visualizations, and more broadly, visual representations in humanities research? What do we lose of the original data by visualizing them in those projects? How to balance the benefits and disadvantages of visual technologies to display complex, unique, and often culturally saturated humanities datasets.