This is what I did last year, though I'm thinking of changing a few things this year.
1. Pulled ladder, cleaned pool, SLAM, let FC drift to normal, added Polyquat 60, ran pump for 24 hrs before starting to drain, 6 inches below the return jet.
2. To drain, we had to rent a pump b/c the ones we tried to buy weren't strong enough to push the water uphill where we wanted it drained. *probably changing this year to NOT draining and just plugging skimmer/return*
3. After draining, I drained the filter, took pictures of all the connections (was SO helpful in spring) to remember how it all went. Unhooked all of the hoses, unhooked the grounding wire and the pump and stored all of that in the basement after I rinsed them well and dried. Any screws or anything I put in baggies with notes on where they went.
4. Blew up three intex tubes I found on Amazon for like $5 and tried to tie them together with strong string and center them in the pool. This worked until putting on the cover moved them to the side. They never did pop though, so that's nice.
5. Put on pool cover. I did use the wench, but I also used bungee cords to weigh down about 20 chlorine jugs filled with pool water. *will probably not use the wench this year as I don't fell it's necessary*
6. I did have a leaf cover last year but we cut down our massive oak in spring, so probably won't bother this year.
7. I bought the Little Giant pump and the arm attachment last year and placed it in the middle of the pool. I kept it plugged in all winter and whenever it would have more than an inch or so of water, it would drain. It also helped weigh down the middle of the cover so water pooled there. *thinking this means having a stack of tubes is pointless, so will just blow one up to have in the pool to help prevent freezing/stress on the pool walls*
8. I think that's pretty much it. I did open to a perfectly clear pool in April or May (don't remember-2020 has been WEIRD) so guess I did something right!