The Hike -- Segment 1 -- Bristlecone Trailhead to Bonanza Trail (2.37 or 2.93 miles)
From the Upper Bristlecone Trailhead, it is about 2.37 miles to the start of the Bonanza Trail, and from the Lower Bristlecone Trailhead (Table 1, Waypoint 01), it is about 2.93 miles to the start of the Bonanza Trail.
The hiking probably is easier from the Lower trailhead because it follows gentle grades on an old road, but the Upper trailhead is a trail in the woods. Starting from either trailhead, the Bristlecone Trail runs uphill into a mixed Quaking Aspen and conifer forest with plenty of shade and grand views, although the trail from the lower trailhead is more open and provides more expansive (tree free) views.
Either way, the Bristlecone Trail eventually arrives at the well-marked junction with the Bonanza Trail (Wpt. 02). For details on this part of the hike, see the description of the Bristlecone Trail.
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