I've ridden down to the Alps in winter a few times and gone skiing but only in one resort, never one day here, another day somewhere else. No reason why you can't do it though - you just need somewhere to stay overnight and there are plenty of hotels. Some of them are not the cheapest on a turn up for one night basis but that's skiing. I've driven and camped and I've ridden and hotel-ed but riding in snow and camping in snow over a week or two is not for me. I've done it a couple of times on "covered in crap" bike rallies and they didn't end well.
Certainly in the Alps the roads are usually ok. Occasionally after a big dump of snow they can be closed or unsafe to ride for a few hours but they need to keep them open for the day trippers / delivery trucks etc.
Buying a lift pass each day isn't the cheapest way of doing things either but again it's just a matter of finding the queue. There won't be much of a queue mid week but on Saturday in particular you can get some horrendous ones. A number of resorts have linked lift passes where you buy the pass in one place and you can use it in other resorts as well. Alps D'Huez passes can be used in Les Deux Alpes and another resort just over the Italian border whose name I've forgotten for example.
My son did a kind of mini version of your idea by bus a few weeks ago. He lives in Stockholm and did Sat / hotel / Sun at two different resorts north of the city.
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