This trail starts from the middle of the Fence Line Trail, and descends on a gently winding path around an open meadow into the trees. The trail will take a sharp switchback, almost doubling back onto itself before it continues to descend into the trees. Near the end of the trail, runners will almost be following the Rumbling Paddoka trail before Chester's Trail takes a sharp right and ends on Rumbling Paddoka at the bottom.
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