A winding device is capable of easily moving a flange portion to a position corresponding to a width of a continuous medium. A winding device that winds a print medium, the winding device including a winding shaft, a winding core portion that is provided to be rotatable on the winding shaft and that winds a continuous medium, a first flange portion that is provided on the winding shaft to be movable in an extending direction of the winding shaft and that guides the continuous medium wound around the winding core portion in a width direction of the continuous medium, a flange-side engaging portion capable of moving integrally with the first flange portion, and a flange moving section that includes a cylindrical cam provided with a cam-side engaging portion that engages with the flange-side engaging portion and that moves the first flange portion to a plurality of flange positions.