Ya know I can only give my opinion and it is based ONLY on my experience not medical. I have used Winstrol many, many times, but way back in the 80's and early 90's, not but a few short in 2000's.
I have used Winstrol usually for 6 weeks but I was also getting show ready. Being an oral , well not a good idea for 8 weeks but I have done it with no adverse sides. But I wouldn't do that without some joint relief / aid.
Yes to the Q's regarding Deca for joint aid. It will help a lot by getting fluid into the joints but for that purpose a low dose is what you want keeping the sides down. Remember you need a low dose Test at the same time. Depending on purpose I would drop the Deca early on while keeping the Winstrol knowing the long ester.