Paths within the Old Forest were not necessarily permanent, and the strange trees of that forest could evidently rearrange such things from time to time. So, it is not necessarily the case that the Withy-path would have remained in place from year to year, or even from day to day.
Nonetheless, despite the strangeness of the wood, it does seem that the path down the Withywindle held a relatively stable course. Frodo and his companions met Tom Bombadil on the path in autumn, but he clearly expected to be able to travel that way the following spring, and the poem "The Adventures of Tom Bombadil" also describes Tom travelling down Withywindle some years beforehand. These facts seem to point to the Withy-path being at least several years old, and possibly much older. This relative permanence might in turn hint that Tom's influence held the trees back from the path, or might be simply due to the fact that the path ran along the bank of a river, and was therefore harder for the trees to affect.
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