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Headless Horseman Ball

October 13, 2023 @ 8:30 pm - 11:30 pm

A headless horseman stands in front of Castle Hotel & Spa, Tarrytown, New York.

Welcome to a night of spine-tingling excitement at the Castle Hotel & Spa’s Headless Horseman Ball! This unique event, scheduled for Friday the 13th of October, 2023, promises an unforgettable experience filled with mystery, suspense, and lots of fun.

The Headless Horseman Ball is a night like no other, where guests are encouraged to tap into their inner spirits and let their imaginations run wild.

Costume Contest: As an exciting addition to the festivities, there will be an enchanting costume contest aligned with the legendary theme. Come prepared to showcase your creativity and ingenuity in portraying your chosen legend, and stand a chance to win fabulous prizes and accolades.

Food: Food prepared by Executive Chef Jared Secor. Hors d’oeuvres, food stations, decadent dessert station. And an unlimited candy bar—because it is Halloween!

Drink: One complimentary themed Halloween cocktail upon arrival. Cash Bar for general admission ticket holders. Open Bar for VIP ticket holders.

Amusement: Get your future read bytarot card readers. Learn about the spirits from beyond from a psychic! Don’t shut your eyes around the illusionist! Opportunity to take photos with the Headless Horseman! Dance the night away to the music of NY Vinyl and Brew.

Age: This is a 21+ event.


October 13, 2023
8:30 pm - 11:30 pm
Event Category:


Castle Hotel & Spa
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Castle Hotel & Spa
400 Benedict Avenue
Tarrytown, NY 10591 United States
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There’s something for everyone in Sleepy Hollow Country—farmers markets, live music, street fairs, historic homes, hiking trails, kayaking and boating on the Hudson River. Halloween season brings even more for the whole family—haunted hayrides, blazing pumpkins, costumed 10K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.