[Object] To make it possible to more stably perform communication.[Solution] There is provided a communication control device including: a communication status grasping unit configured to grasp a communication status of wireless communication of image information between an image shooting device and a surgical site image information acquiring unit on the basis of an operating room image showing a situation of an operating room, the image shooting device capturing an image of a surgical site of a patient, the surgical site image information acquiring unit acquiring information on a surgical site image captured by the image shooting device for display control of the surgical site image; and a communication method deciding unit configured to decide a communication method between the image shooting device and the surgical site image information acquiring unit on the basis of the grasped communication status.