The trail from Brickett Place starts out pretty easy; a little uphill at the beginning, but then mostly level for the first half-mile. Somewhere during this stretch you'll see a sign telling you that you're entering the Caribou-Speckled Wilderness, and you should expect to encounter rough and not-well-marked trails.
Caribou Speckled Wilderness Notice
Some of the trails are rough, and not all are well marked, but overall, if you're paying attention, you shouldn't have too much trouble.
At 0.6 miles, you have to make a choice - go straight on Bickford Brook Trail for the 3.5 miles to the summit of Speckled, or turn right on the Blueberry Ridge trail for the 0.9 miles to the summit of Blueberry.
I wasn't sure if I wanted to do both mountains, so I figured it made sense to do the shorter one first. I'm glad I did the loop in that direction - the 0.9 miles to the first summit was easily the steepest and most strenuous part of the hike. I'd rather hike UP over a
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