AFAIK most import scripts map one file to one wiki page.
But you could use MediaWiki's XML import/export format for multipage imports from one file (http://www.mediawiki.org/wiki/Manual:Importing_XML_dumps). Converting your Word content to XML might be a bit tougher but should be manageable. http://slash4.de/tutorials/Automatic_mediawiki_page_import_powershell_script might give you some pointers.
hth Frank