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Experience the spooky and festive events in Sleepy Hollow, NY, the inspiration for Washington Irving's classic tale of The Legend of Sleepy Hollow. Enjoy haunted hayrides, pumpkin displays, parades, concerts, and more, and maybe even see the Headless Horseman himself.
Event takes place in the bathhouse at Kingsland Point Park, 299 Palmer Avenue, Sleepy Hollow, NY. In partnership with the Village of Sleepy Hollow. 2023 dates: October 6th — November 5th (Thursday – Sunday). Timed entry, hours of operation vary by date. Cost: $40-$65.
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- The Legend of Sleepy Hollow Sculpture. Just at the entrance to Philipsburg Manor lies the Legend of Sleepy Hollow Sculpture; a 4-foot granite slab sculpted by Michael Gressel which depicts Ichabod Crane fleeing from The Headless Horseman on horseback.
- The Headless Horseman sculpture. The Headless Horseman sculpture is an iconic must-see site when visiting Sleepy Hollow! Located across the street from the Legend of Sleepy Hollow sculpture, in the Route 9 median between Old Dutch Church and Philipsburg Manor restoration, this spectacular 18-foot-tall rust-colored work of art was created by local artist Linda Perlmutter and depicts the famous Ichabod Crane being chased down by the legendary Headless Horseman.
- The Headless Horseman Bridge. Sadly, the bridge described in Irving’s "The Legend of Sleepy Hollow" does not exist, however, the location (where a newer, more modern bridge stands) has been marked with a plaque.
- Sleepy Hollow Cemetery. Sleepy Hollow Cemetery is the final resting place for the legendary Washington Irving, as well as a number of famous names like Elizabeth Arden, Andrew Carnegie, members of the Rockefeller family, and more.
Don’t miss the area’s biggest Halloween event! The wildly popular Great Jack O’Lantern Blaze returns in 2024, including Halloween night! It features over 7,000 hand-carved, illuminated pumpkins set against the mysterious backdrop of Van Cortlandt Manor’s 18th-century buildings and riverside landscape. Complete with synchronized lighting ...
- Not Running For 2021.
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The following experiences are unfortunately not running for the 2021 season, but I’ve included them for future visits to Sleepy Hollow.
To fully experience Sleepy Hollow, you’ll need to spend a few days there. I recommend booking your hotel well in advance if you plan to visit during the busy Halloween season!
And finally, you’ll likely want to check out some of the area’s breweries after a long day of exploring!
Want to know more about Sleepy Hollow and the neighboring areas and attractions? These are the places I turn to get excited about the upcoming season! Follow these accounts on social media:
Discover the best things to do in Sleepy Hollow, New York, the home of Washington Irving and the Legend of Sleepy Hollow. Enjoy pumpkin carvings, cemetery tours, ghost stories, and more in this spooky and charming town.
Oct 6, 2022 · The show will run through Oct. 16 in the “Legend” Circus Tent on the East Parcel at 60 Continental Street in Sleepy Hollow. Showtimes: Fridays, 7 p.m.; Saturday, 2 and 7 p.m., and Sundays, 2 ...
Sep 24, 2021 · September 24, 2021. By Brianna Staudt —. Whether you’re a local anticipating a favorite Halloween tradition or a visitor looking to experience Halloween in Sleepy Hollow Country for the first time, The Hudson Independent has you covered. Read below for all the tricks, treats and haunts in Sleepy Hollow, Tarrytown, Irvington, Dobbs Ferry ...
