Yeah I forget about threads a lot too, I just happened to be in the second QuizRoom page cause I just got back from not being here a while and saw this one...
Gandalf encountered wolves at:
- Glade where he burned them with pinecones
- Battle of the Five Armies
- Foothills of Caradhras
- During the Battle of Helm's Deep when he gathered Erkenbrand and his men
Possibly I could add in when he escaped from the Orthanc, but he was many leagues away when they issued to pursue him, so it doesn't really count. I'd say four.