For lack of a better idea of how to classify it, I'm going to list it as both a Halloween Special and a Sleepy Hollow variation. It's one of the strangest variations on the the story I've ever seen.
|It's not really a sequel, as the title implies, as there's no hint that the events of The Legend of Sleepy Hollow ever happened. I suppose I should call it a "re-imagining." When the Headless Horseman steals a chest full of gold coins at the beginning, the town of Sleepy Hollow elects Ichabod Crane, local supernatural expert, to find the Horsesman and get rid of it. Crane sets off, with Rip Van Winkle in tow (bringing in the protaganist from Washington Irving's other enduring hit, who here looks and acts about like Yosemite Sam). Together, along with Washington, a horse voiced by Pat Buttram (whose voice you will recognize from a hundred cartoons featured a grizzled old westerner - or that scene in Back to the Future 3 where a grizzled old cowboy warns Marty that people will call him a coward for the rest of his days) they find out that the horseman is actually a witch named Velma Van Dam in disguise. Plot-wise, it kinda reminds me of the 1999 Tim Burton version of Sleepy Hollow.|
Visually, and sound-wise, this thing reminds me of one of the first couple of Care Bears specials - The Land Without Feelings and The Care Bears Battle the Freeze Machine. The characters kinda have the look of the humans in "Freeze Machine," and it has that weird organ music that you always hear in late 70s/ early 80s cartoon. The dark backgrounds throughout are a real highlight. The jokes here aren't very funny, with one major exception: when Velma says "I haven't had this much fun since last Halloween, when I turned the trees to stone and watched the woodpeckers beat their brains out!"
The Headless Horseman himself (herself?) looks particularly cool, though, and the cinematic opening sequence is terrific. If you dig Halloween cartoons, pick this up - you can usually find it cheap on VHS - just for the opening sequence. No one will blame you if you skip minutes 3-25, though.
Now on youtube (new links):