Yes. Don't.
By definition, a WAR is an atomic
unit of deployment. The only way to make a deployable with multiple WARs in it would be to create an EAR file. That works for the full-service
J2EE servers, but not for
Tomcat. Tomcat can't handle EARs.
In any event, an EAR is a single webapp deployment itself, so it's not going to work very well for deploying multiple unrelated webapps.
The secret of how to be miserable is to constantly expect things are going to happen the way that they are "supposed" to happen.
You can have faith, which carries the understanding that you may be disappointed. Then there's being a willfully-blind idiot, which virtually guarantees it.