PROBLEM TO BE SOLVED: To provide a measuring method and a measuring device capable of performing teaching work across a wide range from a short distance to a long distance.SOLUTION: A measuring device 1 includes: a telescope unit 2 for collimating a measuring object; a distance measuring unit for irradiating distance measuring light and measuring a distance to the measuring object; an imaging unit for irradiating collimation light and acquiring a digital image in the collimation direction; an angle detection unit for detecting a direction angle in the collimation direction; and an automatic collimation unit for performing automatic collimation. In monitoring measuring of a plurality of measuring objects, a measuring method includes: a step of setting a search range; a light amount switching step of switching a light amount of the collimation light between for a short distance and for a long distance; a short distance search step of performing rough measurement of the measuring object located in a short distance by a light amount for a short distance; a long distance search step of performing rough measurement of the measuring object located in a long distance by a light amount for a long distance; and a precision measurement step of performing automatic collimation of all the measuring objects based on the rough measurement result of the short distance search and the rough measurement result of the long distance search, and measuring the distance and angle of each of the measuring objects.