The Best Halloween Events in Westchester

by Katie Schlientz
halloween events in westchester

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In Westchester, we have no shortage of spirit when it comes to Halloween. With a town literally called Sleepy Hollow (with a headless horseman) and county-wide events for the young and young at heart, there’s plenty to choose from no matter if you’re more into the historical or hysteria. Here’s a quick roundup of the best Halloween events in Westchester:

Sleepy Hollow Cemetery Tours, Sleepy Hollow
A great daytime option to prep you for the ghoulish going-ons when the sun sets, the tour digs deep into the history of the area, as well as its current residents. Two options available—the two-hour tour is $19.99 and the one-hour “Knickerbocker” tour is $9.99. Reservations are required in advance. MORE INFO >

Washington Irving’s Sunnyside during Legend Behind the ‘Legend’, Tarrytown
Another great daytime option for the whole family, the Legend Behind the ‘Legend’ explores Washington Irving’s classic tale, The Legend of Sleepy Hollow. Complete with a puppet show and a “spooky” walk in the woods. Adults, $16; Seniors, $12; Children 3-17, $8. Tickets must be purchased in advance. MORE INFO >

The Great Jack O’Lantern Blaze, Croton-on-Hudson
If you enjoy the art of pumpkin carving, check out The Great Jack O’Lantern Blaze. Featuring thousands of intricately carved pumpkins propped in various shapes, this walk-through experience is breathtaking to say the least. Only offered in the evenings and scheduled rain or shine, make sure to dress accordingly and bring comfortable shoes. Adults: $20 (Sat $25)  Children 3-17: $16 (Sat $20). MORE INFO >

Horseman’s Hollow, Sleepy Hollow
An IntoxiKate favorite, the Horseman’s Hollow is one of the scariest experiences offered in the tristate area. Actors really dive into their characters, the costumes are believable, and the proposer incredible. That said, children under 12 and the faint of heart should be wary. Tickets: $20 (Sat $25). MORE INFO>
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October 29th ~ October 31st Events

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Moderne Barn’s Third Annual Halloween Party

Friday, October 28 @ 9 p.m.

Deets: DJ, dancing, and an on-site photo both is sure to offer some adult fun.

Costumes: Yes! Awards will be given to the best costumes.

Go: 430 Bedford Road, Armonk | Moderne Barn
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Halloween Party with Chocolations and Glo Beauty Bar

Saturday, October 29 | 12-1:30 p.m.

Deets: This free event is geared for the kiddos! Cookies, cocoa and crafting will keep idle hands busy while the adults shop for their own Halloween treats. Plus children can get their faces painted by the expert makeup artists from Glo Beauty Bar. Please bring an unwrapped to for St. Rita’s Clinic.

Costumes: Children are encouraged to arrive in costume.

Go: 607 East Boston Post Rd., Mamaroneck | Chocolations.com
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Hudson Social’s 2nd Annual Spooktacular

Saturday, October 29 | 10 p.m.

Deets: DJ and “Drink for the Dead” specials. Reservations are highly recommended: 914-478-3634. 21 & up.

Costumes: Prizes for the top three costumes.

Go: 11 Station Plaza, Dobbs Ferry | HudsonSocial.com
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Costume Contest at Brazen Fox

Saturday, October 29 + Monday, October 31 | Evening

Deets: If you think you’ve got a costume worth some serious cash, head to Brazen Fox for their two-evening costume contest. Saturday features all has prizes, with first place walking away with $1,000. Monday’s top winner will receive free gas for one year.

Costumes: I’m thinking yes on this one…

Go: 175 Mamaroneck Ave., White Plains | thebrazenfox.com
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Halloween 2016 at Farmer & the Fish

Monday, October 31 | Evening 

Deets: Halloween-inspired snacks and brews at the bar.

Costumes: Yes. Costume contest judging starts at 9 p.m.

Go: 100 Titicus Rd., North SalemFarmerandthefish.com
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