It all depends on which hitch style you like on your jeep. Most people go with the OEM hitch and cut their stock bumper. The template and everything you need is included in the OE kit from Jeep. Whats nice about the OE kit is that there is a spot next to the hitch that accepts a 7wire plug and keeps everything nice and clean looking. With an aftermarket hitch (Curt, Drawtite, Hidden Hitch, etc..) the wire harness would just hang below the bumper next to the hitch.
I chose to buy the curt hitch that hangs below the bumper. Got it for $80 shipped brand new off ebay last yr. Mind you I only use mine for light hauling with my cargo carrier (camping trips, snowblower in the winter, tailgating, etc...) and or my bike rack in the spring summer months. I do however have a light kit to be installed for my cargo carrier and plan on hiding the vehicle side 4wire plug up behind the stock bumper out of site and i will make the leads off the carrier long enough to reach behind the bumper. For the amount of times i will actually use this i dont mind the hassel of reaching up to connect the harness.
My Curt hitch only has a 5,000lb rating/500lb tounge weight VS the OEM hitch with a 7,400lb rating with 750lb tounge weight. So I think going OEM would be your best bet being that you plan on towing a car + trailer. I hope this helps!
Checkout Just For Jeeps for more info, pics and specs of the OEM hitch: http://www.justforjeeps.com/hitchreceivers2.html