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I used to have a "girlfriend commute" to Portland and back every 6-8 weeks, and November travel across the Siskiyou Mountains and through the canyons of Southern Oregon was no sweat everytime. That is because I usually planned so that I'd cross that area during the warmest hours of the day. The average temps at that time--even at the summits--was welling into the 40s.
If anything, the diciest section of road in inclement fall weather was in the canyon of the Sacramento River from the dam of Lake Shasta to the city of Dunsmuir. The grade of pavement that California uses provides better dry-weather traction than Oregon's, but it's a disadvantage when the roads become slick. It's pretty stark...the difference in grip that you feel the moment you are on Oregon roads in rainy weather.
You might think that getting voraciously hungry between Grants Pass and Roseburg might be a death sentence, but take this little tip....the deli in the 76 station in the hamlet of Wolf Creek is the best rural deli experience this side of the Tioga Road junction Chevron minimart near Lee Vining, CA. The crownbeast is called the "18 Wheeler" because that's 18 layers of meat and cheese. And it's not just quantity, but quality!
Have a great drive!
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