United States New York New York

Sleepy Hollow

A village famed for its headless horseman legend and Washington Irving's classic story.

Tips from the community

With gothic mansions, sickly cool air, and spooky history, it’s no wonder Sleepy Hollow is considered one of the most popular destinations for Halloween-time fun… and fear. The city knows its reputation, famed from William Irving’s chilling story of pumpkin-headed villagers and long winding roads, the residents of Sleepy Hollow embrace Halloween with a certain spark that’s hard to find elsewhere. With festivities all month long, special hotel and restaurant specials, and vibrant energy glimmering throughout the quaint town, Sleepy Hollow is an excellent October destination.

seeker 3 years ago

Set in a glen in Tarrytown, New York, the Legend of Sleepy Hollow is recounted each fall as locals and visitors alike have claimed to hear the trotting of the Headless Horseman: a deceased soldier who rides through town at night.

laurenmack 2 years ago

Sleepy Hollow from Sleepy Hollow

seeker 2 years ago

Sleepy Hollow Guides

  • Fictional Places You Can Visit IRL

    seeker (Seeker Editors)
  • The Halloween Capitals Of The USA

    seeker (Seeker Editors)
    Boo! We are already in the mood for Halloween, we have our list of scary movies to check off, pumpkin-flavored hummus in our fridge (for some reason), and are starting to map up all of our upcoming October escapades. Whether you are looking for a sparkling city of wonder to dazzle the kids or more low-key yet terrifying destinations with chilling histories- we have the most frightening and magical spots lined up for you. The USA takes Halloween incredibly seriously, and these spots do it like no other, whether it’s a trick or a treat.

Sleepy Hollow Articles

  • 17 of the Most Haunted Places in America

    Mysterious and spooky, ghosts have captivated the world for centuries. From ghost stories and seances to haunted tours of the most mysterious places on earth, the fascination with spirits and connecting with the departed skyrockets during autumn with cooler weather, long nights, and, of course, Halloween. The most haunted places in the U.S. are not […]

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