Headless Horseman Ball
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 …
10 events found.
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Castle Hotel & Spa 400 Benedict Avenue, Tarrytown, NY, United States
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Historical Society Preservation Award & Wine Tasting Fundraiser
The Historical Society, Inc. of Sleepy Hollow & Tarrytown 1 Grove Street, Tarrytown, NY, United StatesThis year's Historical Society Preservation Award & Wine Tasting honors Thomas Mitchell, Village Trustee of Tarrytown, for his work in preserving the history of African American families in the community …
$100 – $125 -
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Lyndhurst Halloween Opening Season Party
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesThis event is still brewing! Tickets will go on sale in August 2025! Halloween season always starts early in Sleepy Hollow Country, so come kick off the spookiest time of …
$100 – $125 -
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Sunset Soirée at Lyndhurst’s Overlook
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesAfter years of planning, building, and planting, the Paula Hayes Garden at The Overlook is finally ready to enjoy, in all of its whimsical, native glory. Join us for a …
$55 -
Historical Society Preservation Award & Wine Tasting Fundraiser
The Historical Society, Inc. of Sleepy Hollow & Tarrytown 1 Grove Street, Tarrytown, NY, United StatesRaise a glass under the tent at the Jacob Odell House for The Historical Society's annual autumn fundraiser. The evening honors Mark Morganelli and Ellen Prior for 40 years of …
$100 – $125 -
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The Masquerade of the Red Death
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesStep into a night of gothic splendor and inescapable doom at The Masquerade of the Red Death Halloween Party. Held within the soaring, vaulted Gothic halls of Lyndhurst Mansion, this …
$120 -
Murder Mystery
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesJoin us for a Murder Mystery experience as we celebrate Washington Irving's "The Legend of Sleepy Hollow"! "The Legend of Sleepy Hollow" was published just over 200 years ago, and …
$65 -
Murder Mystery
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesJoin us for a Murder Mystery experience as we celebrate Washington Irving's "The Legend of Sleepy Hollow"! "The Legend of Sleepy Hollow" was published just over 200 years ago, and …
$65 -
Wicked Halloween Bash at the Fraternal Order of Eagles
Fraternal Order of Eagles 322 N Broadway, Sleepy Hollow, NYDress up for an adults-only Halloween party with food, live music, a cash bar, a 50/50 raffle and door prizes. $35 at the door, 21+.
$35 -
Small Bites at Collinwood: Soirée in the Mansion
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesClose out Halloween night with the most devoted Dark Shadows fans at an intimate evening gathering inside Collinwood itself. Mingle with actress Kathryn Leigh Scott and special guests over drinks …
$120
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.