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Halloween Events in Westchester County: The Top 12 Must-See Spooky Spectacles

Halloween Events in Westchester County

Have a Ghoulishly Good Time This Halloween Season

Don’t let Halloween creep up on you… We got you covered, boo! Here are the top 10 spooky things to do in Westchester County this month.  From family-fiendly street fairs to Barbie’s blood-curdling bash, there’s something for everyone!  

Check out this list of Halloween events in Westchester and prepare to be spooked,

The Great Jack O'Lantern Blaze: Hudson Valley

Get ready to be pumpkin-spellbound, ’cause the Great Jack O’Lantern Blaze in the Hudson Valley is about to carve out your heart with spooky splendor! At Van Cortlandt Manor, it’s a pumpkin-packed party where gourds get the glow-up of their lives. This Halloween spectacle lights up the night with jaw-dropping jack-o’-lantern artistry, from dino-scares to whimsicle scenes. When it comes to  Halloween in Westchester County, this event is a real “scream” that’s sure to “gourd”ge your senses!

Cost: Price Varies – Click Here for details.

When: Now Through November 19, Timed Entry Tickets

Where: Van Cortlandt Manor, 525 S Riverside Ave., Croton-on-Hudson

Scared By The Sound Haunted House (Just Added)

The spooky surprises are waiting for you in the aisles of this abandoned grocery store.  After 20 years at Playland Amusement Park, the creatures from the Crypt, Asylum, Cemetery, and more, are back to haunt the hair-raising new home of Scared by the Sound Haunted House. Don’t miss this year’s Halloween season screams!

Cost: Price Varies – Click Here for details.

When: Now Through October 29, Timed Entry Tickets

Where: 380 Downing Drive Yorktown, NY 10590 (Former Uncle Gs Market)

Sleepy Hollow Street Fair

Sick of the spooky season staple Sleepy Hollow Haunted Hayride? That’s blasphemy on this blog! JK…seriously though, switch it up at the Sleepy Hollow Street Fair. Likely a little-known event if you’re not a local, this annual open-air market is full of food and fun. There are sure to be caramel apples and other pumpkin spice season treats. Once you’re finished with the food vendors creep or crawl to the craft tables and the other bizarre booths along Beekman Ave.

Cost: This is a FREE event

When: October 14, 10 am – 4 pm

Where: Beekman Ave, Sleepy Hollow

Coraline Movie Night And Super Awesome Artland! 

Immerse yourself in the enchanting world of Coraline at Jacob Burns Film Center. Follow Coraline’s adventures as she discovers a secret door to an alternate reality, and stay for the Super Awesome Artland! project where kids (and adults!) can craft their own seeing stone. Dress up as Coraline and win spooky prizes!

Cost: $9 – $16  –  Click Here for details

When: Saturday, October 14, 7:30 pm – 9:30 pm 

Where: 364 Manville Rd, Pleasantville

Celebrate Día De Los Muertos At Caramoor

Experience the vibrant Mexican holiday, Día de los Muertos, at Caramoor. Enjoy lively music, passionate dance performances by Calpulli Mexican Dance Company, arts, crafts, and delectable snacks. Bring your blanket, sit back, and immerse yourself in the colorful festivities.

Cost: This is a FREE event.

When: Sunday, October 15, 3 pm – 5 pm.

Where: Caramoor Center for Music and the Arts, 149 Girdle Ridge Road

Halloween in the Woods for Families

On a scale of Charlie Brown’s Pumpkin Patch to the Blair Witch Woods, this autumn adventure falls right in the middle at Hundred Acre Woods.  Partake in family-friendly crafts and a not-so-scary scavenger hunt at Sheldrake Environmental Center. Suitable for preschool-aged children and up. Costumes are encouraged!

Cost: Tickets $4. Parking $6 – Click Here for details.

When: Saturday, October 21, 2023, 10 am – 11:30 am

Where:  Sheldrake Environmental Center

Halloween Movie Marathon VII

Prepare to unleash your most bone-chilling screams at the Jacob Burns Film Center’s epic 12-hour horror movie marathon! Stay up all night for seven spine-tingling films, creepy trailers, and a host of eerie cinematic surprises. Get your costume ready for a chance to win prizes, and stay tuned for more giveaways and spooky treats. The night begins with a thrilling pre-marathon reception, so join the fun (if you dare) for a terror-packed movie marathon filled with gore, ghosts, and ghouls.

Cost: Varies  –  Click Here for details

When: Friday, October 27. Doors open at 7:00 pm 

Where: 364 Manville Rd., Pleasantville

Halloween Weekend at the Children’s Museum

Halloween Weekend at the Children’s Museum is where spooky meets science. This Halloween-themed STEAM event features a “Monster Hide ‘n Seek” scavenger hunt, a green glowing dark room, and spiderweb weaving.  The frightful fun doesn’t stop there!  “Name ‘dem Bones” as kiddos study a skeleton to cultivate the crime scene investigator buried within; there will be “Ghost Pour Painting” and so much more! Come in costume and be ready to explore.

Cost: Price Varies – Click Here for details.

When: Saturday, October 28 to Sunday, October 29, 2023, 9 am – 5 pm. 

Where: Westchester Children’s Museum, Playland Park – Rye, NY

Historian & A Movie at Philipse Manor Hall

This hair-raising history and mystery movie event channels all bibliophiles who swear the book is better. First, cozy into the Goth Chamber to watch the king of cult, Tim Burton’s, 1999 version of “Sleepy Hollow”. If you can hold on to your candy corn through the movie, then you’ll be ready to listen and learn from a local historian about Hudson Valley heritage and Washington Irving’s short story, “The Legend of Sleepy Hollow”.

** Costumes are encouraged but not required. **

Cost: This is a FREE event. registration is recommended. Register by calling 914-965-4027 or emailing sarah.johnson@parks.ny.gov. 

When:  Saturday, October 28, 2023 6:30 pm 

Where: Philipse Manor Hall State Historic Site, 29 Warburton Ave., Yonkers

The Twilight Zone: "The Monsters are Due on Maple Street" Radio Drama Live

“You are now entering the twilight zone…” Has a more iconic Alfred Hitchcock phrase been uttered? Conjure up the days when families would gather ‘round the radio in eerie anticipation for an audible-only broadcast. Modern-day true crime podcast fans will love this audio theater interpretation of “The Monsters Are Due On Maple Street” brought to life (or death mua-haha) by the Sandbox Theatre players. This unnervingly unique performance is accessible to the blind and visually impaired. This is an adult event.

Cost: This is a FREE event for adults

When: Saturday, October 28, 2023 2:30 pm 

Where:  Larchmont Library,  121 Larchmont Ave, Larchmont

Beach Bloody Barbie Halloween Party

Beach Bloody Barbie Halloween Party at The Barley Beach House

Event Date: Saturday, October 28, 2023 7:30 pm

Unless a zombie ate your brain or you’ve been squirreled away in anticipation of the next apocalyptic outbreak, you’ve likely been tapped into the inescapable buzz of the Barbie movie. We couldn’t help but include this bone-chilling bonus for all the “Bloody Barbies and Killer Kens”. This petrified party takes place at The Barley Beach House, not to be confused with Skipper’s Treehouse of Horror. It is sure to be a ghastly good time so dig up your crypt creeper costumes and Vampire Bride Barbie ensembles so you don’t die from F.O.M.O.

Cost: $44.80- Click Here for details.

When: Saturday, October 28, 2023 7:30 pm

Where: The Barley Beach House, 95 Dearborn Ave.,  Rye

Candlelight: A Haunted Evening of Halloween Classics at Play Group Theater

Spend your Sunday enjoying a spine-chilling serenade by an otherworldly orchestra. The Highline String Quartet leads this multisensory music experience and monster mashup of creepy cult classics by candlelight. If you ever wonder who you’re going to call and the immediate answer is GHOSTBUSTERS, then this event is for you. In the perfect afterlife, a zombie flash mob would dance during the Thriller set, but we make no paranormal promises. The Saturday shows are already sold out so hurry to snag your tickets to this highly coveted event. 

Cost: $29 – $52 – Click Here for details.

When: Sunday, October 29, 2023, 6 pm or 8:30 pm showtimes still available!

Where: Play Group Theater, 1 North Broadway #111, White Plains, 10601

Want To Share Other Halloween Events in Westchester?

CLICK HERE if you have an event you’d like to add, CLICK HERE if you have a business you’d like to feature,  or simply email us at Events@LiveAndPlayInWestchester.com to let us know all about it!

Guest Author

This article was  a collaboration with our very talented co-author. Jewell Singletary is a creative entrepreneur, educator, and multidisciplinary artist.  She specializes in holistic wellness, short films, and textile art. She is a two-time performer at the National Parks Services African Burial Ground National Monument and a permanent feature on their website. Connect on social media @droppinjewells for a glimpse into Jewell’s obsessive love for Jay-Z, videography, and yoga.

Mia Shervington

Mia Shervington

I’ve had the incredible fortune to move to this amazing community 20+ years ago, and I couldn’t imagine living anywhere else. When I'm not selling homes, you can find me enjoying our local parks or taking in the sunset over the Hudson River. I'll never stop my quest for the perfect hot donut, despite what my waistline may say. Nothing is better than a fresh ..hot...donut. When I'm not snacking my way up the river, I also enjoy the trails at Teatown Reservation and the views over Long Island Sound at of Rye Playland (officially known now as Playland Park...whatever...LOL). I’m looking forward to connecting with you soon! See you around town!
Mia Shervington

Mia Shervington

I’ve had the incredible fortune to move to this amazing community 20+ years ago, and I couldn’t imagine living anywhere else. When I'm not selling homes, you can find me enjoying our parks, taking in the sunset over the Hudson River, hiking the trails at Teatown and being a kid at Rye Playland (officially known now as Playland Park ... whatever ... LOL). See you around town!

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