As you all know, Fall Weather Friends should come before Winter Wrap-Up.
There are many concerns about episode chronology when considering season one as a whole. There are a bunch of monsters at the start of the season, while the CMC take over during the second half. The first half is pretty AJ/RD/PP heavy, while the last half is overloaded with Rarity and Fluttershy. The Gala episode has an Everyone Laughs ending, but to me it feels tacked on and anti-climactic, and doesn't work as a season finale as well as Cutie Mark Crusaders would. (S2 update: we now know the Discord episodes were produced as the season