Despite (or perhaps due to) being a completely different vibe and style from the rest of the Monogatari series, this is hands down my favorite.
Kizumonogatari Trilogy
DanMachi: Arrow of the Orion
Pretty standard TV-anime movie with not-necessarily-canon story, but if you can get a hold of it, worth checking out.
Sword Oratoria: Is it Wrong to Try to Pick Up Girls in a Dungeon? -On the Side-
More interesting and classic RPG fantasy vibe than the original series, but more fan-service and not quite as much charm/heart.
Is It Wrong to Try to Pick Up Girls in a Dungeon? (DanMachi – Seasons 1-2)
Beneath all the tropey fanservice and boob jokes is a charming show with a good amount of heart.
Fate/Extra – Last Encore
Monogatari-style plot, Fate functionality, and Final Fantasy-type Final Boss. Kind of a chore to watch.
Fate/Apocrypha
Better, richer, dialogue than in UBW, much more of a Fantasy feel than previous Fate installments, but a solid piece with some outstanding artistic, bone-chilling, and emotional moments.
Sword Art Online: Ordinal Scale
While not without plot holes and a slapped-together ending, this grounds the series back down to its roots and keeps asking those very relevant questions.
Sword Art Online Alternative: Gun Gale Online
A great spin-off from SAOII, with a steady quality of episodes throughout.
Sword Art Online II (Season 2)
This season goes deeper into the psyche of the characters and explores the concept of Virtual Reality applications, ramifications, while also showing both the benefits and risks of immersing oneself online.
Sword Art Online (Season 1)
A fantastically immersive love-letter to MMORPGs backed with strong emotion that makes a great Gateway Anime. Then it goes sideways for the second arc before picking up the pieces for its second season.
At a Glance Anime 