ok thanks for all the replies.
I'll be the first two miles on our country road, good shoulder to get off on, probably would ride with two wheels on the shoulder anyway. the next 4 1/2 miles would be through town, little country town and trust me there are a lot of tractors through there. the last 1/2 mile or so would be on the highway, but enough shoulder there to drive on and not on the road at all. only one signficant hill, and that's the bridge over the railroad tracks.
having said all that, I'm thinking I'll just haul it, because as mentioned above, I can take more things with me when I go, cooler of water, more tools in the truck box, etc. thanks for all the responses though!