You can upload multiple files at once, by creating a zip-file archive of a folder and dragging it onto your course page.
(Note: Safari and Internet Explorer do not support drag-and-drop.)
Make sure that all of the files you want to upload are in a folder (directory).
Right-click on the folder. (For Macintosh users, control-click on the folder.)
From the drop-down menu, choose to "Compress" the folder or "Create an archive" of the folder.
The result will be a new file with a name ending in ".zip".
With editing turned on in your Moodle site, drag the zip file onto the appropriate section of your page.
When prompted, choose to unzip the file, then click on "Upload."