Can you pull a 27 ft travel trailer dry wt 6560 with your v8 grand Cherokee?

depends on the V8 and towing package, also what speed you will be traveling at. I have a grand Cherokee with a tow capacity of 7400lbs but that is with a weight distribution hitch and electric brakes on the trailer. Once I get over about 21-23ft long with a cargo trailer or travel trailer it is white knuckle driving at highway speeds (65mph) If I keep it at 50mph not much of an issue. I would recommend a slightly larger tow vehicle or a shorter trailer.