We have rough country and hard winters here in Vermont. Just about all the pickups around here are either Fords or Toyotas. My choice would be a Toyota Tundra.
I think you want the option of four-wheel drive if you’re going to be in New Hampshire.
The boat is going to NH so it can be in a salt water port. We will be living in Orleans County, Vermont. I grew up there so I know about the winters.