For Higurashi - The manga ending of Meakashi-hen absolutely tore me apart, as did the end of Matsuribayashi-hen, when Rika tears off the calendar page to read “July 1st”. I’m sure there were other parts that moved me here and there, but those are the big ones that come to mind immediately.
For Umineko… Hoo boy, where to start? Kanon’s death in Ep1 and what it really means, lots of Ep2, especially the ending part with Rosa and Maria, just about everything in Ep3, 4, and 5, Battler’s grief in Ep6 (still kinda fuzzy on a lot of this episode tbh so more will probably come to mind as I’m reading it right now), Yasu’s tale in Ep7 and her asking that final question to Willard (“Who am I?”), Ange falling asleep in Ep8, the magic ending, the boat… Auuuugh. I think the crowning episode for me, though, is Ep4. All of the last two chapters of and the Tea Party. Ange reviving Sakutarou for Maria and gambling on Yasu’s love for her, the way Ange sacrifices herself while forcing Battler’s aims away from Beato’s, the way Beato keeps forcing the witch persona back on to keep Battler going, “Who am I?”… The biggest one though has to be Yasu’s screaming in red at the end of the episode proper. I get kinda choked up just thinking about that part, and what it says about her state of mind.
When They Cry? More like When I Cry.