Firefoot
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I've actually wondered the same thing. Like maybe the lost Entwives or something?
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I've always speculated the same way. Thought if Hal did see those walking Treepeople they were the Entwives. I mean as Treebeard describes the Entwives The Shire seems like a place they would enjoy and love. Also, if you listen to Bombadil he explains there will be inhabitants in the Shire after all the Hobbits are gone/extict so to say. This is just speculation by me though, there really is no proof that they were Entwives, or even if Hal did see these walking trees, which I don't see where a Hobbit would just make up the idea of a Walking Tree.
Teleri
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The way he said it sort of reminded me of the Elves "fading" and going west. Perhaps the Entwives are waiting for the Ents in the west. That would explain them being lost.
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You see a lot of that in Tolkien, with a lot of races. As the strength of men grow and become stronger the other races begin to fade. You have elves leaving Middle-earth, dwarves are a dwindling race with very few women, now you just brought up the Ents.