Todd,
I'll put together a drawing of what I am planning in the next couple days.
I have to have a couple questions answered myself, mainly on freeze protection. It's going to be a couple years until I get electricity that far back. (permit and zoning process

)
Pretty much everyone around here has a back up shallow well. The main wells around here average in the 190 foot range. For drinking water consideration, the minimum depth has to be at least 90 feet.
It makes no sense to risk your main well to water a garden or livestock that would be 500-600 feet from the source, nor purchase water from the utilities.
Much easier to run underground electric.
I saw a setup that was a slightly modified 3 point hitch sub-soiler, which would be quite a bit cheaper to purchase than rent a trencher. TSC sells a sub-soiler for about 150.00 and for another 10 bucks you could buy the pipe and elbow to make it work. And I need a sub-soiler anyway.
As you are on a farm, you might want to consider the purchase of a tractor. Some of my fondest memories have been at the controls of my diesel equipment. I just wish I could get my Cat forklift that far back, it would drive that shallow well, straight down in no time.