Halloween is my favorite holiday, and I'm watching a tremendous amount of content this month. Maybe you'd like to watch some, too!
Some might not be the best quality. Some I don't like... but you might. The list might cover things I haven't seen yet this year and is far from exhaustive.
DTV Monster Hits - 80s Halloween Special - Music videos with Disney animation
The Berenstain Bears and the Spookiest Pumpkin
Winnie the Pooh: Boo to You, too!
Life with Louie - Louie's Harrowing Halloween
The Great Bear Scare
Lumpkin the Pumpkin
Garfield Halloween Adventure
It's the Great Pumpkin, Charlie Brown
Buttons and Rusty Halloween Special
Disney's Halloween Treat My favorite as a kid!
The Halloween that Almost Wasn't
Halloween is Grinch Night
The Pumpkin Who Couldn't Smile (Raggedy Ann and Andy)
Want to add that the "real" doll that inspired the Annabelle horror movies is actually a Raggedy Ann doll. (If you don't like horror, skip the article.)
When Good Ghouls Go Bad (Haven't watched this particular upload yet.)
The Busy World of Richard Scarry - The First Halloween Ever
The Busy World of Richard Scarry - Who's too Scared to Masquerade?
Stuff I can't find links to, but still want added:
Scooby-Doo! and the Witch's Ghost
Scooby-Doo! and the Goblin King
Daffy Duck's Quackbusters
Halloweentown (1 and 2 only)
Tiny Toons' Night Ghoulery
Simpsons' Treehouse of Horror (various)
Ernest Scared Stupid
Mickey's House of Villains
Tom and Jerry: Tricks & Treats (DVD of various cartoons)
Nicktoons: Halloween Tales of Fright (DVD of various cartoons)
Monsters Vs. Aliens: Mutant Pumpkins From Outer Space