Hey everybody, I discovered something very interesting today. A little app called ComSwiki works under Mac OS 9 as a web/wiki server. I don't know whether or not you can host other files with its inbuilt web server, but it does allow attaching images to pages, and it has a few other cool features.

http://wiki.squeak.org/swiki is the website where it can be found.
http://wiki.squeak.org/swiki/16 to download the Mac version. Just unzip and run on OS X or OS 9.