Silliest hat in Don't Starve?
Bush Hat
Fashion Melon
Ice Cube
Balloon Hat
Dumbrella
Gardeneer Hat or Premier Gardeneer Hat
Milkmade Hat
Live Slurper
Astroggles
Scrappy Chapauldron
Funcap (any of red, blue, green, or lunar)
Another one in a specific skin (Plum Pudding Winter Hat, Hutch Top Hat, etc)
Only vanilla hats and not modded ones, I don't keep track of every single modded hat out there. (And obviously the Toptoptoptoptoptoptoptophat would sweep anyhow.)








