Me too, as evidenced by the 182 area count. But
I still find something new at Snowbird each year.
It depends on many things, how long the areas are, how far apart for driving, relocating, etc. At new places, I try to "survey ski," meaning ski all terrain pods, look around carefully to try what's representative, make mental notes if there's a lot more there which I would to explore further. This is more difficult if you get bad weather on the first day somewhere. Advance research, skiing with someone who's been there before helps. I had skied before all of the 13 new areas Liz saw on that Montana + Powder Highway trip of 2 1/2 weeks last season, so I think she got a good view of them.
Where there are many resorts concentrated in a small geographic area (I-70, Utah, Tahoe) a "daily decision" based upon snow , weather, crowd expectations makes sense.