A label wrapping device includes a conveying part, a support part, an insertion part, a wrapping part, and a pressing member. The conveying part is configured to convey a label in a conveying direction. The label has one surface and an opposite surface opposite the one surface. The one surface is an adhesive surface. The support part is configured to support the opposite surface of the label guided by the conveying part. An adherend is insertable into the insertion part together with the label. The wrapping part is configured to wrap the label around the adherend inserted into the insertion part. The pressing member is configured to press the label against the adherend by contacting the opposite surface from at least one of an upstream side and a downstream side in the conveying direction during a course of the adherend being inserted into the insertion part together with the label.