Disclosed are an information processing apparatus, an information processing method, and a program capable of easily classifying contents as a processing target in reproduction and the like. For example, a screen is displayed by arranging a (thumbnail of a) cover art as a symbol image serving as a symbol representing a content such as a song on a 2-dimensional plane, and a carpet area which is a band-shaped area having a width extending, for example, in an x-direction as a direction perpendicular to a predetermined axis of the 2-dimensional plane is displayed. The content whose symbol image is included in the carpet area is regarded as a processing target in a predetermined process. The present technology may be applied to, for example, a case where a song to be registered in a playlist is classified from contents such as songs.