I was surprisingly upset that Ramsay got out and was hunted down essentially for nothing.

Hellhounds aren't "evil" in the way that most of the things the Winchesters hunt are. They've never been shown as having the capacity for moral agency. They're animals: big, scary, vicious, invisible animals, but still animals.

Honestly, this whole episode felt like "well, we need to move the Angel, Demon, and BMoL plots forward, and oh yeah, probably should have Sam and Dean do SOMETHING."