Weird Al has done a lot of stuff over the years, and there are a few that fit pretty well into a Halloween list.
Do I Creep You Out. A song about a creeper. What else is there to say?
Cavity Search. A parody of a U2 song from a Batman soundtrack. The music its self has a nice vibe for a Halloween list, which is why I have put the original in lists in the past, but the subject matter of this one makes it good too. Who isn’t at least a bit scared of the dentist?
Trigger Happy. While not apparently that scary, the attitude being made fun of in the song is pretty scary when you think about it.
Germs. A style parody of Nine Inch Nails, it’s about germaphobia. Music and topic are both good stuff for the holiday.
Virus Alert. Anyone who uses a computer can identify this one.
Mr Frump in the Iron Lung. A strange little song, and the ending makes it a great song for Halloween, especially for anyone who’s never heard it before.
Nature Trail to Hell. A parody of slasher flicks, which makes it perfect.
Slime Creatures From Outer Space. A parody of sci-fi horror movies. Again, perfect.
Jurassic Park. The sound FX and topic are good all on their own, but the music (MacArthur Park) is sort of creepy too.
Livin’ in the Fridge. A parody of Living on the Edge, about food that’s been left in the fridge too long coming to life.
There is a huge variety of classical music that works in a Halloween list, but I feel it’s a mistake to go too heavy on it. Unless what you want is something that’s more background music than party music.
To that end I have a selection of 5 tracks, which I used in my Classical Halloween album. Which is my own MIDI based reworkings of this pieces of music. They just work well for Halloween.
Danse Macabre, Camille Saint-Saens. A musical poem about a legend that death plays a violin in a cemetery and forces all the dead to dance to his tune.
Moonlight Sonata, Ludwig Van Beethoven. While everyone knows the soothing first part of this piece, it actually goes on to become very stormy and tumultuous.
A Night on a Bald Mountain, Modest Mussorgsky. Well known from the demon on the mountain sequence from Fantasia, this piece is pure nightmare fuel.
Ride of the Valkyries, Richard Wagner. From the second of his epic 4 opera Der Ring des Nibelungen, it has a nice feel for Halloween.
Toccata and Fugue in D Minor, Johann Sebastian Bach. Also used in Fantasia (the opening abstract sequence), it’s a perfect piece for setting the mood on a chilly Halloween night.