Being a hopeless romantic I always hoped that it was an entwife that Hal saw in the Northfarthing, and that one day the ents would find the entwives and live happily ever after. Awww! makes you sick doesnt it! In fact there was something in the Shire for each of them, the Ents could have had the Old Forest and the Woody End, and the Entwives could have had the rest. Don't forget that when Merry and Pippin describe The Shire to Treebeard hes very intrested, and if memory serves, says that the entwives would have liked The Shire. Maybe it was because the Entwives had made it how they wanted it. If the Entwives did pull the strings in the Shire, it would have ment both the ents and the entwives would have suffered at the hand of Saruman, which ties up another few loose ends.
The way that Treebeard is reminded of the entings when he talks to Merry and Pippin also suggests another link. If you were to say that the land made the people, and not the people the land, then Id think that if the Entwives did make the Shire then some of the ent's character would have rubbed off on them. The hobbits certainly hit it off famously with the Ents, so why not?
I think the prof certainly put the things about the ents and the shire in on purpose to make people think that there was a happy ending out there for the ents. He wrote and re-wrote LOTR too many times for it to be a coincidence me thinks. An walking tree being seen on the north borders and the Fangorn's belief that the Entwives would have liked the Shire certainly suggests that this was the case.
Does it say anywhere whether Merry and Pippin returned to Fangorn? I know it says that they returned to see Eomer and Aragorn, but it would have been a happy reunion if the Ents had met up with the two hobbits again. I told you I was a romantic!!!!!