The features described herein are directed to a method and system for use in a computing environment for representing files stored in stacks. The method includes providing a set of stack icons, each icon in the set having a stack height representing a range of stack sizes. The method additionally includes determining a stack size for a selected stack and selecting and displaying an appropriate stack icon from the set of stack icons based on the determined stack size. The selected stack may be stored within one of multiple libraries. Accordingly a distinct set of icons relevant to each library may be stored for each library. The icons may visibly convey information pertaining to the relevant library. Accordingly, the method may include representing a selected stack by determining an appropriate library and an appropriate stack height and displaying a corresponding icon. The stack icon may include multiple thumbnail images as top elements, and may use common characteristics among the files to define the appearance of the stack. The system may also use metadata or file characteristics (e.g., time of last edit, size, etc.) to identify one file for top representation in the stack icon. The system may additionally include an empty stack icon, a generic stack icon, property based icons, and custom thumbnail icons.