Update: After lots of searching, I found that there is only a couple ways to do this: 1. Place several upload input boxes on the same page (which means you still have to browse for each file seperately) 2. Zip up the files, upload the zip file, and decompress the zip file on the server 3. Switch to a Microsoft server and write some type of an applet (I saw this on msn.com, it works just like windows explorer)