This Gandalf photo contains
boater, leghorn, panama, panama hat, sailor, skimmer, straw hat, fedora, felt hat, homburg, stetson, trilby, and campaign hat.
There might also be
beaver, castor, dress hat, high hat, opera hat, silk hat, stovepipe, top hat, topper, beaver, pith hat, pith helmet, sun helmet, topee, and topi.