@Melrow
I have spent time around the border of the Lombardia/Trentino. Have accumulated many acquaintances, mostly on farming properties, around Ponte di Legno, Passo Tonale, Incudine, Edolo, slopes of Adamello, Aprica, Sondrio, Tirano and the Northwest slopes of Piz Languard east of the Engadin/Samedan airport. I know the passes you referenced. I have been through them on a number of occasions. The box ticking tourists rarely venture to enjoy these alpine areas so will try and be rather clinical in what I write. I do not want to see hordes descending on this pristine region.
Weather. Alpine climate.
The closest records from my travel diaries for your times are from mid-October 2010.
With my wife and youngest daughter. Had been to Milan and Paris for the fashion shows and somehow my mate Luigi (isn’t everyone called Luigi) got wind that we had come over again and insistently invited us to a dinner in Malonno to catch up with a few friends. A little over 40 showed up.
13/10/10 Wed Lecco on Como 19c nice day
14/10/10 Thur Lovere on Lake Iseo 18c
15/10/10 Fri Incudine farm. Drove to Passo Tonale. 1900 Metres. Cold. (7c?) Had in mind to take the cable car to Ristorante Passo Paradiso for lunch. Circa 2,500 mtrs. However, maintenance work for ski season had been delayed. So did not happen. The dinner that night compensated in a large way.
Told that light snow flurries started a week later.
16/10/10 Sat Local market in Malonno. 600 mtrs. 15c cooling down. Left for Mestre to prepare for flight next day to Dubai. Mestre was drizzling and cold 13C.
So, I would conclude that a month earlier, this alpine area, would, on balance, have nice drivable weather.
The Passes
I am pleased to read that some have a negative view of the passes.
Have only driven them with manual GT/sports cars, have no experience on the passes with normal city type hire cars. Most fun on the Stelvio was with a 1968 Mini Cooper S (the real ones), making the fullest use of the hand brake and scaring my two sons. We still reminisce. I laugh and they have a look of fear again. Plenty of youtubers have posted videos.
I also have spent time in FVG. On farms not in the touristy areas. May post a few words later.
When 10 years old, my Aussie football coach often told us: whether you think you can or think you can’t, -- you are right. I quoted him in a first-year uni paper on collective bargaining and industrial law. The tutor pulled me up for not attributing it to Henry Ford. I plead innocence; the tutor ask the others if they knew who said it. Some had heard it, but no one knew who said it. Let me off. I went to the library to read about Ford. Never forgot that saying.
So “Whether you think you can or think you can’t, -- you ‘re right.”
You are not nuts. Regards
Ron