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Is it possible to upload a whole folder instead of multiple files using Javascript? If so, what is the approach. If there is no straighforward approach, is there any workaround to achieve the same? I have always been curious about this topic. Any insights will help.
No you can’t, except if its zipped, or you can use flash, silverlight or applet for uploading more than one file in the same time.
Check these questions:
multiple file upload in just single browse click without jquery
Multiple File Selection For Uploading in ASP.NET
Edit:
For sure uploading multiple files at the same time is available now using html5 https://stackoverflow.com/search?q=multiple+file+upload+html5