Ct doesnt really have much to offer "legally" besides unmaintained roads. My suggestion would be to join a club that has access to private land if you really want to do some true off roading. Plus it is always a plus having local people that know Jeeps and can give a hand wrenching.
I personally suggest checking out northeastjeep.org (the club I belong to). Its a great group of people and we have several members that live down by you.