When I first read the part where Treebeard asks the hobbits to look for Entwives in the Shire, I , too, remembered the mention of the "walking Elm-tree", and I rather hoped they would find some Entwives (after all, Sam found his pony Bill again, though that had seemed improbable too)
Tolkien wrote about the Entwives in letter # 144
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What had happened to them is not resolved in this book.
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And in letter #338 (1972)
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But I think in Volume II (the song of the Ent and Entwife) it is plain that there would be for Ents no re-union in "history", but Ents and their wives being rational creatures would find some "earthly paradise" until the end of this world: beyond which the wisdom neither of Elves or Ents could see. Though maybe they shared the hope of Aragorn that they were "not bound for ever to the circles of the world and beyond them is more than memory."
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What exactly " earthly paradise" means, is a mystery to me. But it reminds me of Galadriel's last words to Treebeard when he says that he thinks they will never meet again:
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"Not in Middle-earth, nor until the lands that lie under the wave are lifted up again. Then in the willow-meads of Tasarinan we may meet in the Spring. Farewell!"
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that is equally mysterious to me! Is that to be after the "worlds end" ? (I haven't got the book of Lost Tales) but perhaps someone here has an explanation?