I know that there aren't many Tomcat users on this list, and that I'm echoing previous emails to the list but I wanted to see if anyone here had encountered this issue. Some pieces of this may be steps forward to solving problems that others on the list have mentioned; I've cc'd you in the hopes that the information is helpful.
Tomcat can be configured to multiple services, on varying ports, in the $TOMCAT_HOME/conf/server.xml file; e.g. [1]. I have two nearly-identical WARs in the following directory structure:
[1] example server.xml:
<Server port="8005" shutdown="SHUTDOWN">
<Listener className="org.apache.catalina.core.AprLifecycleListener"
SSLEngine="on"/>
<Listener className="org.apache.catalina.core.JasperListener"/>
<Listener className="org.apache.catalina.core.JreMemoryLeakPreventionListener"/>
<Listener className="org.apache.catalina.mbeans.GlobalResourcesLifecycleListener"/>
<Listener className="org.apache.catalina.core.ThreadLocalLeakPreventionListener"/>
<GlobalNamingResources>
<Resource name="UserDatabase"
auth="Container"
type="org.apache.catalina.UserDatabase"
description="User database that can be updated and saved"
factory="org.apache.catalina.users.MemoryUserDatabaseFactory"
pathname="conf/tomcat-users.xml"/>
</GlobalNamingResources>
<Service name="Catalina">
<Connector port="8080"
protocol="HTTP/1.1"
connectionTimeout="20000"
redirectPort="8443"
maxThreads="125" minSpareThreads="25" maxSpareThreads="75"
enableLookups="false" acceptCount="100"/>
<Connector port="8009" protocol="AJP/1.3" redirectPort="8443"/>
<Engine name="Catalina" defaultHost="localhost">
<Realm className="org.apache.catalina.realm.LockOutRealm">
<Realm className="org.apache.catalina.realm.UserDatabaseRealm"
resourceName="UserDatabase"/>
</Realm>
<Host name="localhost"
appBase="webapps"
unpackWARs="true"
autoDeploy="true">
<Valve className="org.apache.catalina.valves.AccessLogValve"
directory="logs"
prefix="localhost_access_log."
suffix=".txt"
pattern="%h %l %u %t "%r" %s %b"/>
</Host>
</Engine>
</Service>
<Service name="Catalina2">
<Connector port="18080"
protocol="HTTP/1.1"
connectionTimeout="20000"
redirectPort="18443"/>
<Connector port="18009" protocol="AJP/1.3" redirectPort="18443"/>
<Engine name="Catalina2" defaultHost="localhost">
<Realm className="org.apache.catalina.realm.LockOutRealm">
<Realm className="org.apache.catalina.realm.UserDatabaseRealm"
resourceName="UserDatabase"/>
</Realm>
<Host name="localhost"
appBase="webapps2"
unpackWARS="true"
autoDeploy="true">
<Valve className="org.apache.catalina.valves.AccessLogValve"
directory="logs2"
prefix="localhost_Cat2_access_log."
suffix=".txt"
pattern="%h %l %u %t &quot;%r&quot; %s %b"/>
</Host>
</Engine>
</Service>
</Server>