Tradition holds that on Halloween the walls between the worlds of the living and the dead weaken and spirits walk the earth. More recently, the TV series Buffy the Vampire Slayer combined this concept with the medieval motif of the hellmouth. In the show, the hellmouth is a weak place between dimensions that attracts demons and other supernatural creatures. If it were ever to open it would signal the end of the world. Suitably inspired, we ventured to explore the theme in the ARTstor Digital Library. A simple keyword search for hellmouth led us to an array of spooky artworks dating from the 11th century to the 17th century.