Ideas
I too kept having the Season selection screen pop up every time my sims travelled in one of my saves, and while usually selecting the season and then selecting okay let my sims travel, when I had them try to return home from from Magic HQ as selecting the new season didn't register so it was stuck in a loop. I ended up using the send home option on the sim and that let me get them home without having the season selector pop up.
I tried a factory reset of the user files, that unfortunately didn't help. I also tried repairing my game, that didn't work either.
What worked for me was to disable Seasons, open the save and save with Seasons disabled, close the game and then re-enable Seasons. Once I did that I got the Season selector the first time I loaded in and I haven't seen it since then. Though one thing I did before disabling the pack was that I tried to sell anything the sims owned that was Seasons related first, and put their plants from the Seasons pack in a room in my library so I could place them back on their lot after I re-enabled the pack, since disabling the pack removes all Seasons content from any save you go into with it disabled.
Note I have all the packs, play on Windows 10 through the EA app and was playing in a new, mod (and cc) free after the update. This happened to me before today's update (but after last week's update).
Best regards,
Jennifer