The present technology relates to an information processing device, an information processing method, and a program that enable a user to be entertained. The information processing device includes: a first providing unit that provides first information for guiding to a destination in a form of dialogues with the user; and a second providing unit that provides second information regarding a present location in the form of dialogues with the user. The information processing device performs a process while switching among an intro mode as a mode at start of a game, a walk mode in which to walk to a final destination, and an arrival mode in which to arrive at the final destination. The present technology can be applied to, for example, an information processing device with which the user advances a game while talking with a virtual character.