1974-- A loop from The Umpqua Valley in Oregon,
up the Oregon Coast and back home. I couldn't figure out why all the other cyclists were heading south-duh!
Oops! I forgot about the Trout Lake, WA; Maupin, OR; over Mt Hood to Portland, OR.
Stayed at the old Maupin Hotel. It was my first and last 2-day CC tour. It was March, no planning, no motels, no brains, and snow over Mt Hood. Same bike, but earlier in the year. Fortunately, I was a lot younger and in good shape. Unfortunately, I did not get any smarter, because I'm still at it.
Peugeot PX10 with 52/45 chainrings, and a 5-speed 14-28 rear cluster.