I have been using Maven for deploy and redeploy to Tomcat, and it was great cause you don't need always to do it manually.
But in Windows environment I have encounter an issue that is "I cannot undeploy the web application completely from the Tomcat".
I have found a solution and its easy:
Open context.xml from /tomcat/conf folder and modify the context to match this :
<Context antiJARLocking="true" antiResourceLocking="true">
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