A measuring apparatus, method and program with which a distance between two points that are not within one photographing range can be easily measured is provided. According to an embodiment, a representative point is set in an image in which a start point is set, and the coordinates, of the points and characteristic quantity of a neighborhood image is stored. Hereafter in each image until an end point is set, a representative point of the most recent image is searched, the coordinates thereof are stored, a new representative point is set, the coordinates thereof and the characteristic quantity of the neighborhood image are stored, and the coordinates of the end point are stored. A vector between the respective two points connecting the start point, representative points and the end point in the sequence of setting is calculated, and the distance between the start point and the end point is calculated.