After a little research on this one, the only thing I can come up with is this tunnel is part of the Shepaug Valley Railroad and was built around 1871. One can assume its age based off the rudimentary construction: blast it, dig it out, lay tracks. This tunnel runs parallel to the Housatonic, while the other tunnel goes UNDER it.

Photographed by Christopher Zyrlis, April 18, 2011.
Added to the photo archive by Christopher Zyrlis, April 19, 2011.
Railroad: Shepaug, Litchfield & Northern.

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