Our users need to download multiple ContentDocument files, based on queries of related metadata (custom object) and/or file content (ContentVersion). 

And there could be 100s of such files that they want to download to their local computer based on one query....

We're replacing a  legacy system with SF, and that legacy system allows users to build such queries resulting in hundreds of files.  The legacy system then combines the files (along with a few standard report pages of the associated metadata) into a single (BIG) .PDF file which they then download to their local computer and print (or not) - so clicking hundreds of individual download links, giving a location/name for each file, would be quite tedious.  Users generally burn CDs with the PDF file - they don't normally print this much paper.

Any suggestions on how to do this, or something reasonably equivalent, in SF / VF?  

By the way, the users have Adobe Professional on their local computer, so if we could just get the files from SF into a single folder (or combine the file(s) into a single file or two) the users could then use Adobe to build their own PDF locally - I'm really interested in automating the download of ContentDocument file(s)  if at all possible...