A buck-boost transformer -- back near the power source would permit you to run your stuff at a suitable voltage and without using super sized cords.
To perform the calculations -- get a real electrician.
Instead of expensive cable, consider running a PVC raceway on the ground and using common as dust THWN-2 type insulated wire -- #10 would do.
The key thing is to use a boosted voltage. Said voltage would drop at the point of use -- but still be in the right range.
This works because you are either all on or all off. A very lightly loaded system will have you with excessive voltage.
Buck-boost transformers should be rentable, too. You'll probably want 240V bumped up 8% or some such.
If the rate is okay, you can buck-boost into extension cords -- #10, too.
They can handle the boost without trouble.
I happen to have a couple of such single phase transformers -- and have been using them with extension cords for ever and ever. They are multi-tap -- and I've set them up for 208 to 240 AND 240 up to 277.
Yeah, it's the same ratio of boost-buck.
