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Nope, I don't think it is possible in xoops. I know
gallery has the option to upload more than one file at a time. If you are really good you could implement this upload class in the XOOPS upload class. It even handles zip files with photo's!
But I'm sure there are many other upload scripts out there. And I believe there is a upload module for xoops. You should try it (I haven't....)