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I had a lot of fun making this list. And yes, it is a hodgepodge of genres and time periods and quality levels. I'm shameless about that.
1. Dracula (Bram Stoker). About the time the vampire is scuttling up and down walls and hovering over sleeping guests and turning into bats and infecting lovely young ladies with his disease, you'll find the hair standing upright on your neck. Terrifying.
2. Harry Potter (J.K. Rowling). Any of the books will work, considering that Harry's parents were murdered on Halloween, but Chamber of Secrets is the creepy-crawliest. Between Aragog, Nearly Headless Nick's deathday party, the basilisk, Riddle's diary, and what happens to Ginny, the book is Gothic nightmare from one end to another.
3. Coraline (Neil Gaiman). Maybe I should say The Graveyard Book, but I haven't read it. Coraline freaked me out, though. Anything by Gaiman would probably work.
4. Jane Eyre (Charlotte Bronte). From childhood superstitions to macabre adult visions, from dark mansions to gloomy moors, from apparitions to a very real madwoman, Jane's story balances unerringly on the threshold between the physical and spiritual realms, with the wind ruffling the veil. Everything you could ever want on All Hallows' Eve.
5. Northanger Abbey (Jane Austen). A spoof on Gothic mystery, with Henry Tilney around to drive the ghosts away. I always liked Henry.
6. The Inferno (Dante). Nothing could be more horrifying than a vividly symbolic portrayal of Hell. (But seriously, don't stop with the brilliant but awful Inferno. Purgatorio is splendid, and Paradiso indescribably sublime.)
7. A Midsummer Night's Dream (Shakespeare). Liminality, fairy pranks, and people in costume. How much more Halloweenish can you get, without pumpkins?
8. New Moon (Stephenie Meyer). In Twilight, teenage Bella meets the supernatural in both its glory and its horror. In New Moon, the glory vanishes, leaving Bella alone with the horrors. It's an incredibly haunting tale, and my favorite of the series.
9. On the Edge of the Dark Sea of Darkness and sequels (Andrew Peterson). Lots of monsters! But there's a funny side to it all. Hilarity and bone-chilling fright go hand in hand in the Wingfeather Saga.
10. Rebecca (Daphne du Maurier). With its wilting-flower protagonist and the (figurative) specter of her husband's dead wife hovering over everything, this story well qualifies for Gothic romance.
Honorable mention to Anne of Green Gables for the scene in which Anne confronts the Haunted Wood after imagining spooks into it with Diana.
What books would you recommend for Halloween reading?