The Horseman's Blade

The Horseman's Blade is an auto-swinging sword which summons homing Pumpkin heads after striking an enemy. It is currently the 2nd strongest sword in the game, being beaten by the Terra blade by 5 base damage. Despite it being called Horseman's Blade, it drops from Pumpking.

Trivia

 * This weapon is a reference to The Legend of Sleepy Hollow by Washington Irving, and the famous Headless Horseman, and is depicted carrying a jack-o-lantern under his arm (instead of his own severed head) in a famous Disney™ cartoon.