Rationale behind some of the picks:
Spinal Tap "Stonehenge" - This song always terrifies me.
Nine Inch Nails "The Perfect Drug" - A dark song with a music video that looks like something out of a Edgar Allen Poe poem. A tribute is needed to also mark the end of this long running forefathers of synth in hard rock. Not to mention it is pretty darn catchy.
Tracy Jordan/Morgan "Werewolf Bar Mitzvah" - Okay, so the song is not exactly about Halloween, but it's about werewolves and bar mitzvahs, two genuinely scary things. What could be scarier than being an awkward 13 year old boy becoming a man in front of all your family members. Spooky Scary! Boys becoming men, Men becoming wolves!
"Send in the Clowns" - To this day, I am terrified of clowns. ... Get that rubber nose away from me!
Ghetto Boys "My Mind is Playing Tricks on Me" - It's kind of sad how much of America--the pasty white population-- is only familiar with the Ghetto Boys because of Mike Judge's Office Space. No doubt every white crackah in your 'hood was rockin' out to 'Damn it Feels Good To Be a Gangsta' at some point or another. Houston's Ghetto Boys were more prolific than that. Take 1991's "My Mind is Playing Tricks on Me". The song is a narrative of paranoia, depression, and schizophrenia. All 3 Ghetto Boys talk about being pursued, causing them to be violent, uncertain, and above all, scared.
Dead Man's Bones "My Body's a Zombie for You" - It is spooky in the spirit of the times and also a fun ditty that is newly out this fall. Tip of the Hat to NPR's All Songs Considered to letting me know about the song.
"Monster Mash" as covered by the Misfits - A double whammy as far as band as song that are in the spirit of all hallow's eve.
Modest Mouse "Perfect Disguise" - A holiday that reveals in disguise needs at least one song that explicitly talks about it.
"You are the Blood" by Sufjan Stevens - Both epic and eerie, the perfect song to end us with.
There are few obvious ones in there which we are sure you enjoy as well.