TV upgrade?

Yes, the F250 would make a better overall tow vehicle! It will be heavier, with heavier suspension, much stronger frame, more stable E-rated tires, all of which will help in windy towing. It will also come with a lower geared differential, great towing mirrors, and an integrated brake controller.

The downside is more fuel cost, when not towing, and a stiffer ride. If your truck is a daily driver, and you don't tow often, or long distances, you have to decide if a HD tow vehicle is what you want.

I enjoy driving my 250, get about 8-10 mpg towing, and about 15 mpg empty at 65-70 mph.

Jerry

I have checked the weight with both of us in the TV. We are not at max but we are less than a 1000#'s from the GCWR. The F150 pulls ok until we get on a steep grade or a heavy cross wind (that is when the white knuckles show up), but I am not in any hurry where I go anyway. We were just wondering if the heavier F250 would help out on windy conditions.

As a rule bigger is better because you have more capacity to spare, particularly on your max cargo capacity.

Most TVs can pull a lot more then they can carry. I think you will find your loaded for the trip tongue weight is at least 800 or 900 lbs. That does not leave a lot for people and gear.

Check the change in truck weight with and without the trailer and see how much cargo capacity you have left.