Oh, man ... I would love to do this. But I'll probably be doing the Mammoth Fondo instead.
I've ridden four COs ... II, III, IX and X. CO II went from Portland to Medford, along the spine of the Cascades. Sisters, Bend, Kanetaa, La Pine, Crater Lake, Ft Klamath. OMG, what a great ride and great route that was. It was my very first tour, and I was hooked like a flounder.
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Proud parent of a happy inner child ...