I farm (small scale) on the fringes of a big city. I rent a good bit of my hay ground. (or cut on shares) Also, I've recently aquired a new piece of property that is about 12 miles from the "old place". During the summer months, seldom does a day go by that one of the three tractors doesn't take a ride. Last year, I logged over 3500 miles on ,my trailer, AND NEVER LEFT THE 2-COUNTY AREA I OPERATE IN.
The baler gets flat-towed behind the pick-up, but rake and disc mower go on the trailer with a tractor.