So it sounds like the best bet (at least for water) is a small shed or some type of protection from the elements, housing a transfer switch for the panel / breaker for the well pump. I could probably build this up around the panel sitting in the field and get it out of the weather too.

As a distant second, I could do the plugs but I need to insure it's high quality equipment on both sides and out of the weather as much as possible.

Does that sound right?