They let him climb trees to feel the breeze and one day a horde of Orcs (that Gollum did not know or ask to free him) attacked his guards but i believe he escaped from both the elves and orcs, came to moria, got lost, and picked up the trail of the Fellowship at the West Gate.
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'They say that the One will himself enter into Arda, and heal Men and all the Marring from the beginning to the end."
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