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This hike is a great 2 day backpack. There is one challenging climb on each day but the views are worth it. Start where the AT crosses West Cornwall Rd. and walk south. The trail passes over streams and moderate hills, with possible side trips up Pine Knob and Breadloaf Mt. if you turn onto the blue-blazed trails. There is a long, steady climb up Silver Hill at about the 6 mile mark. The top of the peak is a nice spot for lunch. The trail descends from here past Silver Hill Campsite and begins a "river walk" alongside the Housatonic River. The terrain is flat and the scenery lovely. There are good spots to camp at Stony Brook campsite (9 miles) and Stewart Hollow Brook Lean-to and campsite (9.3 miles). There is a good brook for water just south of the lean-to. Day 2 begins with more of the river walk south on a woods road. After about 2 miles the trail turns back into the woods and you begin the climb to St. John's Ledges. This can be steep and rocky in some places, so step and place hands carefully. There is a small view near the top but the big payoff is just further up the trail, where a sign indicates you are at St. John's Ledges. This is a spectacular view of the Housatonic River valley and a nice place to stop for a snack. Continue south on the trail to Caleb's Peak, which also offers great panoramic views to the south. Follow the trail over rolling hills and streams for about another 4 miles and end near Kent, CT. where the Trail crosses route 341.
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