My first RV was a 30' fifth wheel I towed with a Ram 3500 Quad Cab with an 8' bed, which translated to the longest wheelbase Dodge offered. I have read how fifth wheels are the superior towing experience in windy conditions. Believed that until I towed through the mountains of West Texas in a God knows how hard crosswind. I was definitely up on the wheel. Once our direction travel changed to towing into the wind, it was just a fuel mileage killer.
I still have the same truck towing a WhiteHawk 27DSRL, not nearly as much surface area presented to a crosswind, but it can still get interesting in a brisk cross wind, even with a WDH hitch. If I'm sawing on the wheel a lot to maintain a straight line, I pull off and take a break or call it a day.