Well the main question is as above – why do you have winter wheels? Training and race, I could understand.
But I would not swap cassettes. They aren’t made to be removed and refitted all the time, and it’s a faff, so why would you? Cassettes are consumables, so you’re not out of pocket if you buy two because they’ll last twice as long.
Cassettes and chains don’t ‘wear together’ like some stuff does. The cassette gets very little wear until the chain elongates, and that then trashes the cassette. At that point, the chain will only work with the cassette it wore with, but at that point they are both trashed beyond their design wear limits. If you keep your chain up to date then your cassettes will last ages and you will be able to swap them along with wheels and not experience an issue.