Generally the further south you go (except for Florida
where the cost curve goes upwards as you go south) the further south you go, the less expensive it will be for Travelift services, dry storage and wet storage.
So it depends on your schedule and where you want to be when you start. The southern Chesapeake is not too cold in October and there are some low cost boatyards
from Deltaville, Va down to the York River and then down to Hampton.
is also cheap
, but the yards aren't as accessable by airplane as in the Virginia Chesapeake.
South Carolina is good and their are yards from Myrtle Beach down to Charleston that could work.
You can check them all out on Active Captain
and then switch from NOAA chart mode to map mode to see what land/air transportation would be like from a given yard.