I Insured my tractor with my other business vehicles. I have a small plumbing and Heating shop. We do underground utilities from time to time so the tractor and backhoe comes in handy , the liability, comperhesive, unisured motorest, and Medical comes to around $300.00 per year. ( The uninsured motorists is $94.00 but the liability portion is only $29.00 per year, go figure )
I also have a $1,000,000.00 unbrella on my business that the tractor falls under.
In NH you have to register the tractor to drive in on the road, if your have a backhoe you have to register it as a piece of construction equipment, that's around $30.00 a year , or $12.00 a year if it is registered as a tractor only without the hoe.
Any damage I might do with the machine while working it would be covered under my contractor's business policy
Dave in NH.