Unless I am missing something, I don't see an easy way to upload multiple photos and get them laid out in specific locations within multiple articles.
Is there another way other than uploading one at a time, and manually naming each uploaded file the same name it has attached, and then inserting each into an article. It is next to impossible to get longer file names off of the upload file manager, and getting them from the Image Namespace is problematic because you don't know what it is a pic of unless you open each one. So it seems the only way would be a one at a time work flow that would be very time consuming.
In MediaWiki I could upload ten at a time, and rename them during upload. And when done I could just copy and paste the file names into the appropriate articles. But more importantly, it was easy to tell users how to browse and click photos, like in email, and they could upload ten at a time in a minute or two. Then I could add them to the articles they belonged.