When I was doing my A levels my old geography teacher told me a couple of stories from the past.
1, That there where plans to develop a deep sea port near Frieston, rather than develop Boston Docks, this way they could take much larger boats, this was rejected, and now look at the state of our port
2. The Railways wanted to use Boston as its main hub to the north, with the mainline coming through Boston, which makes sense as we are a straight line from London, this was rejected, and the Railways picked on a small town called Doncaster, which saw its development explode, obvious I am happy that we dont resemble Donny its a dump, but its the principle.
I dont know how true any of this is, but its what I heard, and no reason to disbelieve