Systems according to various embodiments use a file download widget to facilitate the download of one or more files from one or more servers associated with a website. In particular embodiments, the file download widget may be used to facilitate the download of one or more particular files that are associated with the widget directly to a content management system, such as a synched or non-synched cloud-based content management system. In various embodiments, this may: (1) allow the user to download files for later use without storing the downloaded files on the user's computing device; and (2) allow the user to complete the download of files by initiating the transfer of files and then logging off of the website (and/or powering down their computing device) before the transfer of files is complete, which may result in a more convenient and enjoyable download process.