I have the same issues with the lawn tractor but I find that if I keep a 2 width area blown clean it helps throughout the rest of the winter. That said if the drifts are big or we get a lot of snow yes it does take some extra effort to keep the same width but in the end it makes life easier since I can walk back and forth easily. One area I blow is in the barn's steel roof dump line but my water spigot is there, so I have to keep things clean. The other one is the path to the wood pile. Here I have to take a 90 degree turn. I end up just blowing a LARGE area for my turn zone. If i keep things clear I can use a garden cart to haul wood. I really don't want to do that by hand
I still think you may be able to find a space where you can make a lane to your buildings. Is there a way to avoid the area with the dip even if it is a bit longer?