No matter how you look, only one handler can handle certain context root.
in this case "/" context is either served by static file handler or by your war deployment.
You can't have it both at least not easy.
If you need static content from / than use file handler and deploy your war different one.
or you can go with different virtual hosts.
maybe serve static content from domain "static.my-domain.com" and application from "www.my-domain.com" that way you can have two root contexts.