1. The Legend of Sleepy Hollow, by Washington Irving (1820)
There's a good chance you read Washington Irving's classic short story in high school. But the surprise success of Fox's new TV series loosely based on the story is a great excuse to go back and reread the original. The story follows the meek Ichabod Crane as he contends with the town bully, Brom Bones, for the hand of Katrina Van Tassel — but an appearance by the legendary Headless Horseman threatens to tip the scales in Brom's favor.
There are any number of Edgar Allan Poe short stories that are worthy of this list — feel free to browse them all for yourself — but if I had to choose just one, I'd recommend the underrated William Wilson, in which a man describes a disturbing encounter with his own doppelganger. Poe was so proud of the tale that he sent it to none other than Washington Irving, describing it as his "best effort."
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Bram Stoker gets a lot of credit for kicking off vampire literature with Dracula, but Sheridan Le Fanu beat him to the punch a full 25 years earlier with the gothic tale Carmilla. The story follows the relationship between two young girls, and modern readers are likely to figure out the so-called "twist" long before it's revealed — but Le Fanu's prose is reliably gorgeous, and the story's lesbian undertones are surprisingly overt for a story of its era.
4. The Striding Place, by Gertrude Atherton (1896)
Atherton's brief, dreamlike short story — which has also been published under the titles The Twins and The Bell in the Fog — is set during a grouse-hunting trip in Yorkshire, as a man searches the woods for a friend who disappeared under mysterious circumstances two days earlier. It's never fully clear what has happened, but the story's final two sentences are all the more chilling for their ambiguity.
There's nothing like a twisty ghost story — and Henry James established himself as one of the standard-bearers with this legendary tale about a governess who becomes convinced that she and her charges are being stalked by ghosts. The story's limited perspective creates a sense of unreliability that continues to fuel debate among fans and critics more than a century after its original publication.
You've probably seen one of the countless parodies of The Monkey's Paw on film or TV, but have you ever read the original story? The twisty narrative follows a couple who receive a monkey's paw that grants them three wishes — but everything they ask for comes with a horrible unintended consequence.
Algernon Blackwood has fallen into relative obscurity outside horror circles — but he's long overdue for a revival. His strongest story, The Willows, is a moody and ominous story about two friends who end up stranded alone on a riverbank during a canoe trip on the Danube. The Willows' creeping sense of dread is almost unmatched in horror fiction. (At several points during his lifetime, H.P. Lovecraft wrote that he considered it the greatest supernatural story of all time).
Like Poe, Lovecraft's canon is so rich that you'd be better off browsing a list of his public domain short stories or just picking up a full short-story collection. But if you're looking to dip your toe into the water, I'd suggest The Outsider — a strange, beautifully written tale about a man who finally escapes a dank castle where he has spent his entire life in isolation. It's one of Lovecraft's shortest stories, but also one of his most effective.
Most of the stories on this list are acknowledged classics, but The Pale Man, which was published in a 1934 issues of the horror magazine Weird Tales, is a snappy obscurity that was rescued by the people at Wikisource. A man living in a small country hotel becomes obsessed with the only other permanent resident — a a strange pale man who inexplicably moves from room to room. It's an eerie and extremely brief tale that can be consumed in less than 10 minutes — the perfect story for anyone looking for a quick way to get into the Halloween spirit.
Scott Meslow is the entertainment editor for TheWeek.com. He has written about film and television at publications including The Atlantic, POLITICO Magazine, and Vulture.