I have no experience trailering tractors, so I will indulge in a smarty-pants rhetorical question: If I only had 5 miles to trailer a few times a year, why not just drive the tractor there?
A B24xx can go about 10 mph. Thus, a 10 mile round trip would be a 1 hour tractor jaunt. In order to avoid this, is it really more efficient to: schlep a zillion pound trailer up to a vehicle; kibbitz with hitches and chains; unstash clanky ramps; drive tractor up a rickety, scary ramp; get frustrated and mash fingers with chocks and blocks and more chains; stash back ramps; drive 5 miles; repeat all the above; do your tractoring; repeat all the above twice on the way back. Plus you have to spend probably 50 hours shopping for the beast, spend (secretly) a bunch of hard-earned money, and then store the monstrosity at your home, idle and useless, for 99.999999999999999999% of the year. (A hard secret to keep.)
Wouldn't it be more efficient and fun just to drive my beloved tractor along the bucolic country road a few hours a year?
Which raises another question. Is it legal to drive a tractor on a bucolic country road? I dont have a clue. Actually, I do have clues. All my life I have seen farmers driving on roads, as, unable to pass, I grew increasingly hostile behind them. Furthermore, all tractors sold these days have turn signals, flashers, and those orange triangle things. This would lead me to believe that I can tractor the highways and byways.
Of course, if I had to travel to my tractoring destination on the New Jersey Turnpike ... well, maybe I wouldnt do that even with a trailer.