the web app structure should look something like this(which is really just an unpacked WAR) web-app/ *.html, *.jsp, ... WEB-INF/ web.xml classes/ loose classes(override lib directory jarred classes) lib/ jar and zip files of classes Then I believe you need to add a line to server.xml in orion/config that looks like this: <application name="my app" path="path/to/my/app" deployment-directory="path/to/my/app/deploy" /> Hope this helps -Matt