A contents downloading system and a method thereof. According to the system, when a media device is connected to a detachable user terminal device, a device identifier is transmitted to the user terminal device from the media device. The user terminal device then transmits the device identifier to a server device that provides contents corresponding to the device identifier, and the server device transmits the contents selected based on the device identifier and an environment to download configured by a user. Since the media device is automatically connected to a specific website providing every kind of contents necessary for each media device based on the device identifier of the media device, the user can download the contents more conveniently without driving a web browser or selecting contents to be downloaded.