Obtain a Sinister Squashling pet and Hallowed Helm
Both of these items drop off
The Headless Horseman. If you are not high enough to fight the Headless Horseman, then you may find it inside the
Crudely Wrapped Gift that you receive from Smashing the Pumpkin after the Fire daily quest. There is also a chance you'll receive it from your
Treat Bag! The drop rates were significantly increased with the 2008 Hallow's End, so keep Trick or Treating and putting out those fires!