There’s something for everyone during Sleepy Holloween: haunted hayrides, Gothic mansions, blazing pumpkins, farmers markets, live music, street fairs, parades, and of course, the Headless Horseman. Read on for some of our favorite October treats in Sleepy Hollow Country. See our big calendar of events for even more things to see and do.
Featured Sleepy Hollow Halloween Events
Sleepy Hollow, NY
Sleepy Hollow Cemetery Tours
Tours offered April through November.
Take an evening lantern tour of the final resting place of author Washington Irving in the famous Sleepy Hollow Cemetery. Creep though the winding roads and soaring monuments that peek through the shadows of the night. For those of us who remember the Gothic soap opera Dark Shadows, here is your chance to enter the vampire Barnabas Collins’ crypt. You may also visit a Revolutionary War militia captain, a notorious counterfeiter, a noted spiritualist, industrialists Andrew Carnegie and William Rockefeller, and others. Buy tickets online at www.sleepyhollowcemetery.org
Philipsburg Manor, 381 North Broadway (Route 9), Sleepy Hollow, NY
Taking the tale of the Legend of Sleepy Hollow to its darkest extremes, Horseman’s Hollow returns for 13 terrifying evenings! For the month of October, the 300-year-old Philipsburg Manor transforms into a fearsome landscape ruled by vampires, witches, undead soldiers, ghouls, and ghosts, all serving the Headless Horseman himself!
Visitors begin walking a haunted trail, stumbling upon scary scenes of a town driven mad by the Headless Horseman. The Hollow’s unfortunate inhabitants are all too ready to keep visitors from ever leaving.
Creatures, some human and some not, lurk in the shadows, ready to terrify the unsuspecting, while incredible special effects disorient and unsettle. Heads will roll…maybe even your own!
Those who survive the haunted trail must still negotiate the Horseman’s Lair, where hungry Hessians feast on rotting, bloody corpses of unlucky visitors.
This event is NOT suitable for small children or for the faint of heart, but it is Sleepy Hollow’s premiere haunted attraction, right in the heart of the village. Stocked with professional actors and state-of-the-art special effects, Horseman’s Hollow has a very high fear factor. You have been warned!
All admissions are by timed ticket only, which MUST be purchased in advance. Buy tickets online at www.hudsonvalley.org or call 914-631-8200. 2013 dates: October 5-6, 11-13, 18-20, 25-27. November 1-2.
Old Dutch Church, Sleepy Hollow, NY.
Master storyteller Jonathan Kruk offers a dramatic performance of Washington Irving’s classic tale, “The Legend of Sleepy Hollow,” featuring the Headless Horseman, Ichabod Crane, Brom Bones, and Katrina Van Tassel. Flavored with live spooky organ music by Jim Keyes, Kruk’s storytelling captivates all audiences. Admissions for this 45-minute performance are by timed ticket only, which MUST be purchased in advance. Four performances each evening on the hour, beginning at 6pm. Buy tickets online at www.hudsonvalley.org or call 914-631-8200. 2013 dates: October 5-6, 11-13, 18-20, 25-27. November 1-2.
Climb aboard Sleepy Hollow’s annual Haunted Hayride and watch out for the Headless Horseman! Join the block party on Beekman Avenue before or after your hair-raising ride through the real Sleepy Hollow. Contact Village of Sleepy Hollow recreation department for tickets and information, www.sleepyhollowny.gov, 914-366-5109. 2013 dates: October 25 and 26.
Van Cortlandt Manor, 525 South Riverside Avenue, Croton-on-Hudson, NY. The Hudson Valley’s biggest, most exciting, most electrifying Halloween event returns for a whopping 21 nights! See more than 5,000 individually hand-carved, illuminated jack o’ lanterns in an elaborate walk-through experience. Meander through an 18th-century riverside landscape and discover a breathtaking display. Stroll through the Tunnel O’ Pumpkin Love and witness the incredible sight of gourd-filled Jack-in-the-Boxes springing up and bouncing around. See slithering ground snakes, a giant spider web, and go gaga over a collection of shrunken Little Monsters. Gaze in amazement at a towering pumpkin bonfire and a working doomsday grandfather clock. All made of jack o’ lanterns! Tens of thousands of visitors came to last year’s sold-out Blaze. Complete with original, atmospheric music, sound effects, and professional lighting, this is the tri-state area’s largest and most innovative Halloween happening. All admissions are by timed ticket only, which MUST be purchased in advance. Buy tickets online at www.hudsonvalley.org or call 914-631-8200.
2013 dates: October 5-6, 11-14, 17-20, 24-31; November 1-3, 8-11. Tickets go on sale to the public on September 3. Members of Historic Hudson Valley may purchase earlier.
Jay Ghoul’s House of Curiosities
Lyndhurst, 635 South Broadway, Tarrytown, NY.
This Fall the Gothic Lyndhurst mansion fills with a cast of crazy relatives that make most families look sane. Visitors will be guided through the eerily lit and decorated house by Dr. Leslie Gravestone, the family physician. Along the way you’ll meet the family attorney whose breath betrays a taste for the unspeakable, a wacky aunt whose crystal ball has a short-circuit to the netherworld, and the strange son who can’t stop playing dirges on his harpsichord. The mansion’s spectacular dining room has been set for a special meal prepared by the cook Mrs. Crockerpot, but you have been warned—do not go into the basement unless you want to risk ending up on the menu.
After you exit Lyndhurst mansion and walk through the family graveyard, a carriage with team of horses can take you back to your car via Lyndhurst’s scarecrow-filled field. Additional fee for carriage ride.
Buy tickets online at www.lyndhurst.org or call 914-631-4481 for information. 2013 dates: October 18-20, 25-27, 31. November 1-3. Timed entry.
The Legend Behind the “Legend”
Washington Irving’s Sunnyside, 89 West Sunnyside Lane, Tarrytown, NY.
A daytime visit here is the perfect prelude to an evening at The Great Jack O’Lantern Blaze, Horseman’s Hollow, or Irving’s ‘Legend.’ Irving’s fascinating home—a colorful blend of architectural styles—will showcase numerous objects related to Irving’s famous story and other tales. Visitors on Saturday and Sunday can enjoy a shadow puppet performance of The Legend of Sleepy Hollow and experience one of Irving’s spooky tales on a walk through the woods. Tickets: $12; $10 for seniors; $6 for children 3-17. Free for Historic Hudson Valley members and children under 3. 2013 dates:Wednesday-Sunday through the month of October, plus Columbus Day Monday..
The Ghosts of Tarryhollow
Historical Society, 1 Grove Street, Tarrytown, NY 10591, 914-631-8374.
Truth is stranger than fiction as you walk through the villages of Tarrytown and Sleepy Hollow. Hear tales both spectral and earthly of the mystical and unexplained incidents of the area’s eerie and legendary past. Our past residents have left ghostly marks on the community, and a few of them may still linger nearby! 2013 dates: Saturdays, September 7, 14, 21, 28. Saturdays, October 5, 12, 19, 26. All start at 11 am.
Buy tickets online at www.thehistoricalsociety.net.