2023 Halloween Events in and Around Westchester

Have a spooky good time with your kids at one of these Westchester Halloween events in and around the county.
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2023 Westchester Halloween Events and Beyond!

It’s that special time of year again: Halloween! We love celebrating Halloween in Westchester with quintessential events like Blaze: Hudson Valley, The Legend of Sleepy Hollow, and the SUP Witches Festival as well as tons of local parades and costume contests. You’ll also find not-to-so-scary celebrations for the littlest trick-or-treaters at LEGOLAND Discovery Center Westchester and the Westchester Children’s Museum as well as some mini road trips to explore nearby areas offering festive events for the whole family.

Have a spooky and safe Halloween adventure!

Friday, September 9th-Monday, October 31st, times range from 10:00am-3:00pm
Hearts of the Hollow (Carmel)

Watch a version of “The Legends of Sleepy Hollow” in this musical re-telling. Designed for kids ages nine and up, the musical includes 20 original songs mixed with suspense, adventure, and romance. Memorial Park, 201 Gypsy Trail Road, Carmel, NY. 

Sunday, September 15th-Sunday, November 19th, times range from 7:30pm-10:30pm
Blaze: Hudson Valley (Croton-on-Hudson)

This fun event takes place from September 16th-November 20th (that’s 54 nights!) where you and your family can admire over 7,000 illuminated and hand-carved pumpkins, along with original music, at the historic Van Cortlandt Manor. The walk-through experience is around 45-minutes where you can see bright and creative displays, such as the Statue of Liberty and the Pumpkin Planetarium. This year, families can also enjoy a new pumpkin Ferris wheel, a circus sideshow, and a Jack O’Lantern tribute to the Day of the Dead.

After your fun walking tour, enjoy fall-themed treats, snacks, and drinks at their nearby cafe. There is also an on-site store with Halloween-related and Blaze items for sale. Tickets start at $40 for adults and $32 for children 3-17. Children age two and under are free. Van Cortlandt Manor, 525 South Riverside Avenue, Croton-on-Hudson, NY 10520. 

Sunday, September 15th-Sunday, November 19th, times range from 10:00am-3:00pm
The Legend of Sleepy Hollow (Irvington)

Learn about the Legend of Sleepy Hollow with your family in this interactive event. This self-paced event lets you tour Washington Irving’s house as you watch a shadow puppet short film and enjoy games.  Advance tickets are required. There will be no tickets sold on site. Tickets are in $12 for adults and $10 for children age 3-17. Washington Irving’s Sunnyside, 3 West Sunnyside Lane, Irvington, NY 10533. 

Friday, September 23rd-Tuesday, November 1st from 12:00pm-5:00pm
Brick-or-Treat: Monster Party (Yonkers)

Have a bricktastic Halloween adventure at LEGOLAND Discovery Center Westchester. Enjoy a day at LEGOLAND, plus Halloween fun with Brick-or-Treat. This includes spooky activities, a brand new 4D Halloween movie, The Great Monster Chase, fun games, and tons of LEGO Halloween activities. Kids will also enjoy monster training where they will learn how to become a little monster, brick-or-treat where they can collect LEGO bricks to complete a spooky creation, and spooky creative workshops. Plus, tons of building, character appearances, and so much more! LEGOLAND Discovery Center Westchester, 39 Fitzgerald Street Ridge Hill Mall, Yonkers, NY. Tickets start at $27.99 per person.

Thursday, September 21st-Sunday, October 29th, Thursdays at 7:00pm; Fridays at 7:00pm; Saturdays at 2:00pm and 7:00pm; Sundays at 2:00pm and 7:30pm
The Legend: Cirque Performance (Sleepy Hollow)

See this Cirque adaptation of Washington Irving’s iconic ghost story, The Legend of Sleepy Hollow with narration from Washington Irving himself, in hologram form! The event is for ages 8 and up. Tickets range from $44-50 per person.Westchester Circus Arts at the Village of Sleepy Hollow, 60 Continental Street, Sleepy Hollow, NY.

Friday, September 29th-Tuesday, October 31st, various times
Pumpkin World (Pomona)

Enjoy an illuminated journey through Pumpkin World: Where Jack O’ Lanterns Glow. This new experience features a pumpkin wonderland where visitors  immerse themselves in a mesmerizing jack o’lantern walking trail, adorned with breathtaking displays of intricately carved pumpkins that will transport them to a world of whimsy and wonder. Additionally, you and your family will discover a whimsical Pumpkin Village with music, games, merchandise, live pumpkin carving demonstrations, and pumpkin carving competitions. Finally, discover an augmented reality “Meet the Gourdies” scavenger hunt as well as fall-themed food and beverages. Tickets for Pumpkin World start at $22. Clover Stadium, 1 Phil Tisi Way, Pomona, NY 10970

Saturday, September 30th at 11:30am
The Witches (Pleasantville)

Celebrate Halloween with this Roald Dahl classic, featuring the Grand High Witch who wants to turn children into mice. $16 per ticket;$11 members; $9 ages 13 and younger. Jacob Burns Film Center, 364 Manville Road, Pleasantville, NY.

Sunday, September 30th from 12:00pm-3:00pm
Paint a Coffin Plaque with Heather Gleason (Sleepy Hollow)

Join artist Heather Gleason to learn the step-by-step process of how to paint your own coffin plaque. Event is designed for ages 18 and up. Washington Irving Memorial Chapel, 540 North Broadway, Sleepy Hollow, NY

Saturdays and Sundays, September 30th-October 29th, various times
Boo at the Zoo (The Bronx)

Take a trip to the Bronx Zoo for Boo at the Zoo. Come dressed up and enjoy family-friendly event as you watch costumed characters and look at festive decor throughout the Zoo.  Tickets to all of the Halloween activities are included with your Zoo admission. The Bronx Zoo, 2300 Southern Blvd, The Bronx, NY 10460. 

Saturday, September 30th-Tuesday,October 31st, various times
Kevin McCurdy’s Haunted Mansion (Wappingers Falls)

For a seriously spooky Halloween experience visit the Kevin McCurdy’s Haunted Mansion. The haunted experience includes two attractions (the Asylum and the Wicked Woods). Post screams enjoy food, drinks, and mini donuts. Reservations are required. Tickets range from $30-$38 per person, depending on the date you attend. 38 Sheafe Roadd, Wappingers Falls, NY 12590.

Friday, October 6th-Sunday, October 29th, various times
‘Terror At Quassy’ (Middlebury, CT)

For a terrifying adventure, take a trip to Quassy Amusement Park & Waterpark and experience ‘Terror At Quassy.’ The second annual event includes numerous haunted attractions throughout the park. This includes a zombie hospital, dungeons, misty walkway, a haunted catacombs, and cemetery. New attractions this year includes an infinity hall and clown house. Additionally, many of the park’s major rides, restaurant, arcade, and gift shop will be open during “Terror At Quassy” nights. Tickets are $29.99 per person. Parking is $10. Quassy Amusement Park, Lake Quassapaug, Rt. 64, 2132 Middlebury Road. Middlebury, CT 06762. 

Thursday, October 14th from 2:00pm-3:00pm
Creepy Carnival (Tarrytown)

Enjoy a creepy carnival with games, crafts, and treats. Designed for kids ages 3-11 years old. Warner Library, 121 North Broadway, Tarrytown, NY.

Sunday, October 15th from 12:00pm-6:00pm
Rain date: October 22nd
SUP Witches Festival (Sleepy Hollow)

Celebrate the witchy season Sleepy Hollow style at the SUP Witch’s Festival. The 3rd annual festival features a paddle where witches take off at Horan’s Landing and paddle along the Hudson. You can also watch or stroll along the riverwalk to watch the witches pass. The event also includes local vendors, brews, and spooky views. All who are paddling must wear a costume. The event is $30 if bringing own SUP equipment (kayaks welcome) or $45 to rent SUP equipment (includes board, paddle, leash, PFD). Horan’s Landing, 57 River Street, Sleepy Hollow, NY 10591. 

Saturday, October 14th-Tuesday, October 31st, various times
A Very Fluffy Halloween (Pleasant Valley)

Take a drive to Pleasant Valley to Lilymoore Farm to see a Halloween event like no other. Enjoy a 1.5 hour guided farm tour where you and your family can meet the animals of Lilymoore Farm and Dreaming of A Chance pigeon sanctuary. This includes alpacas and goats in Halloween costumes. Plus, enjoy crafting at the end of the tour. Tickets are $22.95 for kids ages 11 and up and $18.95 for kids ages 3-10 years old. 21 Moore Road, Pleasant Valley, NY 12569. 

Saturday, October 16th from 4:00pm-4:30pm
Children’s Author Visit (Tarrytown)

Join Frances Cha, author of The Goblin Twins at the Warner Library. Frances will share her book and a kids’ activity. Free. 121 North Broadway, Tarrytown, NY 10591

Wednesday, October 18th-Saturday, October 28th from 6:00pm and 7:00pm
Hulda’s Night at Rockefeller State Park Preserve (Sleepy Hollow)

Enjoy a Halloween experience like no other with Hulda’s Night. The event starts where you walk through a path illuminated by lanterns until you join a traveler. Your journey continues as you listen to more stories about war and a witch living nearby. Your group goes down to the witch’s spring trail as you are guided to Hulda’s home, eventually meeting Hulda herself who tells your group a story. Tickets are $65.00 per person. Rockefeller State Park Preserve, 25 Sleepy Hollow Road, Sleepy Hollow, NY 10591. 

Saturday, October 21st-Sunday, October 22nd and Saturday, October 28th and Sunday, October 29th from 10:00am-3:00pm
Lyndhurst Spirited Mansion Weekend (Tarrytown)

Visit Lyndhurst Mansion for their “Explore at Your Own Pace” event. Families can Visitors can walk through the mansion without a guided tour, view the seasonal decorations, and take in beauty of this historic mansion. This includes viewing the decorated entrance hall, reception room, parlor, library, and Victorian dining room. Refreshments and snacks will be available for purchase on-site. Tickets are$30 for adults and $20 for kids ages 6-16. All visitors must have a pre-purchased ticket to enter the Mansion. Entry begins promptly at the designated time and tickets do sell out. Lyndhurst Mansion, 635 South Broadway, Tarrytown, NY 10591. 

Saturday, October 22nd from 10:00am-3:00pm
Halloween Spooktacular (Yonkers)

Families can enjoy arts and crafts, a DJ dance party, stories, a bounce slide, games, food trucks and Spooky Selfie Spots throughout the center. Trick or Treating takes place from 11:00am-1:00pm (candy is for children ONLY; First come, first serve, one trick or treat session only, while supplies last. Line closes at 1:00pm.) The event is free. Cross County Center, 8000 Mall Walk, Yonkers, NY

Sunday, October 22nd at 11:00am and 12:30pm
Legend of Sleepy Hollow Family Storytelling Event (Sleepy Hollow)

Listen to actor/storyteller David Neilsen retell Washington Irving’s, “The Legend of Sleepy Hollow.” This fun family event also includes Halloween treats and activities. It is slated to take place outdoors but will be moved indoors if needed. The event is limited to 40 seats. Tickets are $10 for adults and $5 for children. Hudson Valley Writers Center, 300 Riverside Drive, Sleepy Hollow, NY 10591. 

Saturday, October 21st from 10:00am-11:00am
Something Spooky This Way Comes

Families can get into the Halloween spirit as they solve a Halloween mystery to meet Teatown animal ambassadors. This event includes a short walk. Teatown, 1600 Spring Valley Road Ossining, NY 10562.

Tuesday, October 24th from 4:00pm-5:00pm
Halloween Fun with Angel Elektra (Chappaqua)

Families are invited to the Chappaqua Library to enjoy a reading with Angel Elektra. Additionally, there will be trick-or-treating, which is geared towards children ages 4-8 years old. Chappaqua Library, 195 South Greeley Avenue, Chappaqua, NY 10514. 

Saturday, October 28th from 10:30am-3:00pm
Boo at the Zoo (Bear Mountain)

Families are invited to visit the bear den to make bear treats. Then, watch the bears explore their den full of Halloween-themed enrichment. Additionally, kids will  learn about vultures, owls, bears, and other animals. Plus, enjoy family-friendly activities such as pumpkin decorating, matching games, and crafts. 3006 Seven Lakes Drive, Bear Mountain, NY 10911

Saturday, October 28th-Sunday, October 29th; Saturdays and Sundays from11:00am-12:30pm; Saturdays and Sundays from 2:00pm-3:30pm
Halloween Party with Wolves (South Salem)

Trick or treat! Join ambassador wolves Nikai and Silas for the WCC’s Halloween Party! Ambassador wolves don’t do tricks but sharing a howl is always a treat. Holiday-appropriate goodies will be offered to guests and the wolves! Guests will also potentially behold critically endangered red wolves and Mexican gray wolves too. Costumes are strongly encouraged! Wolf Conservation Center, 7 Buck Run, South Salem, NY 10590.

Saturday, October 28th from 2:00pm-9:00pm
Nyack Halloween Parade (Nyack)

Enjoy this family-friendly parade down Main Street and South Broadway. A huge parade and celebration for the community and visitors alike.  Main Street
Nyack, NY 10960

Saturday, October 28th at 8:30pm
Candlelight: A Haunted Evening of Halloween Classics (White Plains)

Enjoy an evening of Halloween music from the Playgroup Theater. Some Halloween songs performed include Thriller, Ghostbusters, the Stranger Things theme – all performed under a low candlelight. Play Group Theatre, 1 North Broadway #111, White Plains, 10601

Saturday, October 29th from 9:00am-5:00pm
Halloween Weekend at the Westchester Children’s Museum (Rye)

Kids are invited to come in costume to the not-so-scary Halloween STEAM event at the Westchester Children’s Museum. This includes a glow in the dark room where they can play with ultraviolet-reactive materials; a ghost pour painting area where they can make a beautiful painting; a pumpkin guts seed count where kids can guess and count the seeds; and much more. 100 Playland Parkway, Rye, NY, 10580

Sunday, October 29th from 10:00am-3:00pm
Boo Walk (Katonah)

Families are invited to come in costume to Muscoot Farm. This non-scary, Halloween-themed event includes a walk through a wooded trail with maps and treats. 51 NY-100, Katonah, NY 10536

Saturday, October 28th from 5:30pm-6:30pm
Rain date: October 29th
Tarrytown Halloween Parade

Dress up with your kids and enjoy the 20th annual Village of Tarrytown Halloween Parade. Participate with a theme as a group or float for a chance to win prizes. However, you do have to register to be eligible for prizes. The parade features a route from along Broadway to Tarrytown’s Main Street. After the parade, enjoy a block party with a DJ and live music, outdoor dining, performers, and much more! You can also watch the parade. Patriots Park, Sleepy Hollow, NY 10591. 

Saturday, October 28th at 9:00pm
“Rocky Horror Picture Show” with The Apoca-Lips Cast (Peekskill)

Experience the classic “Rocky Horror Picture Show” with your older kids or enjoy a night out by watching it on the big screen at the Paramount Hudson Valley. The event is strictly for ages 17 and older. Come dressed as your favorite character or in your best halloween costume. Paramount Hudson Valley, 1008 Brown Street, Peekskill, NY 10566.