I'm wondering what most in this thread are considering "off road".
I've seen some comments like: "Taking it to the pass for snowboarding, sure. Going to the beach on the sand, why not. Going through an actual trail, of course not."
"its a crossover wanna be"
I had never gone "off roading" before moving to CO, but I've done some of the milder trails out here. Not rock climbing or anything like that, but based on Trail Damage, the highest I'll go is about a 4 (out of 10). I normally go alone (1 vehicle), I've never
aired down my tires (I do have Nitto Terra Grapplers, though), and I've only had to put it in 4-lo about.... 5x ever in the 2 years I've owned it.
I'm not claiming to have done anything crazy, but I don't think it would be unrealistic to say that someone with more experience than I and with a group, could do level 5 trail. Obviously there is a limit with the wk2 (flex, etc.), but I'd say its pretty capable out of the box, especially compared to what else is available on the market today.
Here is Trail Damage's rating system: TrailDamage.com - Rating Numbers
I've never been in a new Cherokee Trailhawk either, so I can't say how capable they are. I don't doubt that they could probably do any of the trails I've been on. I do not think that something like a Ford Edge/Escape, Chevy Equinox, etc. could do these trails, though.