When I was in my fifties, I had the same fantasy as a lot of others, to move to a cool ski town to ski all winter in retirement, or, when I was old. Fortunately, a smart friend mocked me and then talked me out of it, and he was right. No way I could ski every day, and what happens when the next injury stops me from even being able to deal with stairs, let alone mountain activities. Ski towns are no place for old men.
I don't think it is more than 5 days for me. Most of that relates to vacation/family/work limits. One bucket list for me is to ski 100 days in a season/yr. I don't know if or when that will happen.
I do think it is plausible to end up with a ski 'retirement' - you just have to plan well, ease into it, and leave yourself optionality. Not sure it would work for me, but you could be in Vt near very good hospitals/health care. Not sure about NY health care mountains (though this would be the place to ask); those are just two states.
I continually tell (rather, very humbly smile and suggest to) my wife that retirement/life's next step is going to involve skiing. We'll see. There are a lot of factors that go into these kind of decisions, but I would love to do something like that.
Also, I am probably not someone who is going to just chill out in retirement/next act. I haven't taught since senior year of college when I TA'd a handful of classes, but I love teaching. I don't know how to do much with my hands, but I (maybe oddly?) would love to learn about plumbing, electricity, contracting.
Random philosophy tidbit - Total detour: While we are at it, I love reading. I was reading some Seneca (good stoic philosopher, bad adviser to Nero), and realized that an FDR speech writer may have been a classicist who lifted from Seneca's 2000 year-old works. Sound familiar: "there is nothing to fear in your affairs but fear itself"? That is from Seneca's collection of letters that are contemporary with Jesus of Nazareth and St. Paul. So funny - now adays, someone would be professionally flayed for lifting a quote. Of course, I only suspect that the Seneca quote was borrowed by FDR/an adviser and have done 0 research into the issue.