In the book The Two Towers Treebeard tells Merry and Pippin the sad story of the Entwives, who were lost (literally lost - they didn't die); he says the Ents believe that they "may meet [the Entwives] again in a time to come" and find a new home together where they can all live in peace. However, he also says:
"But it is foreboded that that will only be when we both have lost all that we now have"
This loss will take the form of Sauron "withering" the woods of the Ents, just as Sauron once destroyed the gardens of the Entwives.
Then Treebeard sings an Elvish song about the Ents and Entwives, which ends with the lines
Together we [Ents and Entwives] will take the road that leads into the West,
And far away will find a land where both our hearts may rest.
Granted, fading into the West and traveling to a far away land there is a constant theme among the Elves, and this is an Elvish song, not an Entish one, but Treebeard says the Ents love it as well, which suggests that it reflects not only Elvish thought, but also Entish thought.
All of this is very familiar, and echoes the persistent thread woven throughout Tolkien's work - Arda and Middle-earth are changing; the ancient world of mythology is transforming into the world of history in which we live today; the old order is passing away; the time of the Elves is over, and the time of Men is beginning; magic will fade and science will supplant it; this final war against Sauron will be the last time that evil is gathered into a single, personified entity, and henceforth, the one ultimate evil will be replaced by many lesser, more insidious, subtler evils; and so on and so forth.
My question is this: When Treebeard and the Elvish song speak of the Ents and Entwives finding a new, permanent home in the West, are they referring to Aman? Will the Ents and Entwives eventually go to the Undying Lands? The only other option seems to be that Tolkien thought the Ents would either die out or linger in Arda forever; in the latter scenario, the Ents would presumably still be around today, though I would imagine that they all became what Treebeard referred to as "treeish", more or less immobile, and largely silent. So if the Ents don't go to the Undying Lands, did they die out, go somewhere else, or did they, in Tolkien's imagination, linger on to modern times, hoever treeish they may have become?
Edit: Tolkien Gateway's entry on Ents has this to say about the fate of the Ents; the first citation (marked 6) is to Robert Foster's Complete Guide to Middle-earth, and the second (marked 14) is to Return of the King, specifically the chapter "Many Partings":
The Ents remained in Fangorn where they probably dwindled in the following Ages,[6] but Galadriel wished to Treebeard that they would meet again in Tasarinan, when Beleriand is lifted again from the waves, in Spring.[14]
Answer
Tolkien didn't know, and as far as I can tell never really clarified the point.
In Letter 338 (sent in 1972) he discusses the ultimate fate of the Ents:
I think in Vol. II pp. 80-81 [The song of the Entwives] it is plain that there would be for Ents no re-union [with the Entwives] 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 nor 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.'
The Letters of J.R.R. Tolkien 338: To Fr. Douglas Carter (Incomplete). June 1972
The critical piece of that quote is the phrase "Earthly paradise". Tolkien uses that phrase twice more in his letters, but the one of relevance is discussing Aman in Letter 181:
The passage over Sea is not Death. The 'mythology' is Elf-centred. According to it there was at first an actual Earthly Paradise, home and realm of the Valar, as a physical part of the earth.
The Letters of J.R.R. Tolkien 181: To Michael Straight (Draft). January or February 1956
This passages suggests to me that the Ents will not go to Aman, which by this point is profoundly non-Earthly. Further supporting this theory, the phrase "earthly paradise" comes up in an early draft of the Fall of Númenor:
For as yet the Balai were permitted by Eru to maintain upon earth upon some isle or shore of the western lands still untrodden (it is not known for certain where; for Eärendel alone of Men came ever thither and never again returned) an abiding place, an earthly paradise and a memorial of that which might have been, had not men turned to Meleko. And the Númenóreans named that land Avallóndë the Haven of the Gods
History of Middle-earth IX Sauron Defeated Part 3 The Drowning of Anadûnê (ii) "The Original Text of The Drowning of Anadûnê" Paragraph 16
The "Balai" are a sort of proto-Valar1, and this "earthly paradise" that is described is Aman before the Changing of the World; later in the text, Tolkien writes of the Changing (note that Tolkien changed "Balai" to "Avalai" at some point before his death, but he didn't go back and correct it in all places):
Manawë being grieved sought the counsel at last of Eru, and the Avalai laid down their governance of Earth. And Eru overthrew its shape, and a great chasm was opened in the sea between Númenor and Avallondë and the seas poured in, and into that abyss fell all the fleets of the Númenóreans and were swallowed into oblivion. But Avallondë and Númenorë that stood on either side of the great rent were also destroyed; and they foundered and are no more. And the Avalai thereafter had no local habitation on earth, nor is there any place more where memory of an earth without evil is preserved; and the Avalai dwell in secret or have faded into shadows, and their power is minished.
History of Middle-earth IX Sauron Defeated Part 3 The Drowning of Anadûnê (ii) "The Original Text of The Drowning of Anadûnê" Paragraph 47
Although there are a lot of discrepancies in this early version of the tale, it does seem to indicate Tolkien's notion of an "earthly paradise."
1 Christopher Tolkien devotes a fair bit of his commentary to the subject, and I'm not going to wholly reproduce it here, but a particularly relevant bit is:
Who then are the Avalai? Looking no further than the present text, the name must be said to represent the whole 'order' of deathless beings who, before the coming of Men, were empowered to govern the world within a great range or hierarchy of powers and purposes. Looking at it in relation to the earlier narrative, The Fall of Númenor, the distinction between 'Gods' and 'Elves' is here lost.
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