We did 101 in OR last fall between Cape Blanco and Lincoln City in our 32-footer, no problem. We gave up the trip at LC when the weather turned sour. The rest of 101 in OR and WA is no problem with a 32-footer. The only snag with doing it northbound is that almost everything you want to see is on your left and you have to turn across the traffic to get to it.
I'd strongly rcommend getting the booklet "Oregon Coast - Official mile-by-mile guide to Hwy 101". It's a freebie, and you can get it at most attractions or at the first tourist office you come to. They have a web-site
www.visittheoregoncoast.com.
In October, it may get cloudy, windy and wet and it might not be very warm as you get further north. It was about Oct 10th last year and it went from bgirht, sunny and 75 degrees one afternoon (we were in Florence) and we woke up to dull, grey, raining hard and about 45 mph winds the next morning. The high that day just made 50. Wonderful country, though, even in the rain!