1. It's the Great Pumpkin, Charlie Brown
Air Date: 10/27/66
Is there any other choice for the number one best Halloween-themed special? Forty-six years later and "It's the Great Pumpkin, Charlie Brown" is still relevant, and Linus' unwavering faith in the Great Pumpkin is still as affecting as it was when we first saw it as kids. The Peanuts gang held it down on just about every major holiday, but their especially rough Halloween night—Snoopy gets defeated by the Red Baron, Charlie gets rocks for treats, Linus' Great Pumpkin fail—is, in our opinion, the best of them all.