I really liked WW season 1 and think the puzzle box reveal at the end was worth the obtuseness. Season 2 was a huge let down for me. At the time that season 2 was airing, I was frequently crossing paths with one of the main actors and they expressed a similar confusion and frustration over the direction that season 2 went in the final half of episodes. I'm not sure if that was just their own unpopular opinion or if it was a general sentiment amongst the cast and crew that things lost their way a little bit. Now that I'm typing it, did HBO or any show runners talk about the season after it aired and address its reception?
All that said, I'll try season 3 and see if moving to the outside world and bringing in new characters is an opportunity for a fresh slate and a re-focusing of things. It could be a cool way to soft-reboot the show while keeping all the main folks' stories going.