A drug package winding apparatus is provided. The drug package winding apparatus includes a drug package introducing unit to introduce a drug package, which is formed by packaging a great amount of drugs in a unit of a single pack having a dose of drugs and is not individually divided into single packs, into a body, a drug package winding unit to wind the drug package introduced into the drug package introducing unit, a drug package cutting unit to cut a boundary between one side pack and an opposite side pack of the drug package wound by the drug package winding unit, a sticker attaching unit to attach a sticker to an end portion of the drug package cut by the drug package cutting unit, and a drug package discharge unit to discharge the drug package having the sticker by the sticker attaching unit.