How to add a field widget for multiple file upload? Is there a module that provides a multiple file upload (Drag and Drop) widget? If there isn't, how can I build one? Will it require a special setup for the server stack (LAMP)?
Multiupload FileField Widget

This is what you want. It enables the HTML5 standard for uploading multiple files. Use a normal file field but use this widget. Now one can select several files when browsing for files to upload. This works for never web browser but not IE8.