2023 Guide to Halloween Events in Westchester County

Family Friendly Halloween Events in Westchester County and the Hudson Valley

By Kelly Fitzpatrick September 3, 2023

There are so many Halloween themed events in our area of Westchester County.  From corn mazes to trunk-or-treats, haunted houses, parades, and special shows there are options for families with children of all ages to celebrate Halloween.  Whether you are into tricks or treats, this guide to Halloween events in Armonk - Chappaqua - Mount Kisco - Pleasantville and the larger Westchester County area has something for you!

This guide will be updated continuously as more events are posted.  Please check back often!  Prior to attending, be sure to check event pages or call ahead to ensure there are no changes to scheduled dates and times.

Last updated: 10/25/23

This guide is brought to you by the sponsors of The Westchester Mama & Child Wellness Guide: Due, New, and YOU! Join us for expert led sessions and family fun on November 5th at Hotel MTK in Mount Kisco.  Use code VENDORFF5 for $15 tickets! Westchester Mama & Child Wellness Expo: Due, New, and You! Tickets, Sun, Nov 5, 2023 at 12:00 PM | Eventbrite 

πŸŽƒ Shop Costumes πŸŽƒ

Costume Drive through October 15th at The Sharing Shelf

Once Upon a Child, Somers and Scarsdale

Briarcliff Manor Costume Exchange: Drop off between September 14th and October 10th.  Pick-up October 14th at Law Park Pavilion

Facebook Buy Nothing Groups

Party Store for Halloween Costumes & Party Supplies

Hartsdale Halloween & Costume Store | Spirit Halloween 

πŸŽƒ Armonk, Chappaqua, Mount Kisco, Pleasantville - Our Neighborhood πŸŽƒ

October 8th
Halloween Window Painting 
Mount Pleasant Recreation
Registration required
October 9th
Breaking Ground Dance Center Boo Bash
Registration required
October 14th
Fall Foliage Festival
Broadway Field, Mount Pleasant Recreation
Briarcliff Nursery School, Ossining
Registration closes 10/11, raindate October 20th
October 20th
Education through Art Bring Your Own Pumpkin Art Session
Briarcliff Nursery School, Ossining
Choose from 2 sessions, 11:00 a.m. and 12:00 p.m. $30
October 22nd
MacKID Crafts Halloween 
Briarcliff Manor
3:45 p.m., sign-up required $30
October 21st
Trunk or Treat Halloween Parade
YMCA Central Westchester at Holy Name of Jesus, Valhalla
12 p.m.
October 22nd
Chappaqua Ragamuffin Parade
Downtown Chappaqua
12:30 p.m.
October 24th
Halloween Fun with Angel Elektra!
Chappaqua Library

October 28th and 29th
The North Castle Historical Society's Halloween Haunt
Rain or shine, pumpkin painting, haunted house, refreshments and games
$8 per person
October 28th
KES Halloween Fair
11 a.m. - 3 p.m.
Dr. Boo-Boo’s General Hospital, Nature Trail Scavenger Hunt, Haunted Hallway, Spooky Bake Sale, Sand Art Crafts, Pumpkin Decorating, Trunk or Treat, Bounce House, Gaga, Games, Prizes, Food & Fun!
$20 for 25 tickets
October 29th
Mount Kisco Farmer's Market Halloween Parade and Costume Contest
Mount Kisco
12 p.m.
October 31st Chappaqua's Annual Trick or TreatDowntown Chappaqua12 p.m.
October 31stLollipop Ghost Craft at Mt. Kisco Library
Mount KiscoAll Ages
October 28thTrick or Treat Downtown Mount KiscoMount KiscoMeet at the Gazebo on S. Moger for treat bags and a map of participating merchants.  1 p.m. - 3 p.m.

Just added!

10/27 Trunk or Treat at Westlake High School 4 p.m.

10/29 Halloween Costume Walk and Ride at Swan Lake, Rockefeller State Park 1 - 2 p.m. for humans, dogs, and horses!

10/30 Halloween Happenings by the Mt. Pleasant Recreation Department, Thornwood

 πŸ‘» Westchester County πŸ‘»
September 15 - November 19th

September 15th - October 31st
Sleepy Hollow

September 29th - October 29th
Philipsburg Manor

September 15th - November 12th
Select Dates
October 1st - 31st
Free, daily
Multiple dates between October 6th and 29thThe Legend Cirque in the Village of Sleepy Hollow
Sleepy Hollow$25 - $45 + fee, free parking, ages 10+
October 19 - 22, 26 - 29
Lyndhurst After Dark
TarrytownCheck site for details
October 13thAddams Family 2 Movie
Court Street, White Plains7 p.m.
October 13thTerror at Quassy Amusement Park
Bedford Park RecreationGrades 6 - 9
October 13th and 20th
Halloween Hay Bale Theater at Stew Leonard's
October 14thBriarcliff Scarecrow Making
BriarcliffRegistration required
October 14thSomers Girl Scouts Trunk or Treat
Primrose Elementary School12 p.m. - 2 p.m. Open to all, $5
October 14th
Spooktoberfest Ridge Road Park, Hartsdale12 p.m. - 4:30 p.m. $7 per person
October 15thThe Great Pumpkin Patch at Gillie Park
White PlainsWhite Plains Residents only
October 15thPumpkin Painting Party
Bedford Farms12 - 4 p.m.
October 15thSleepy Hollow Street Fair
Sleepy Hollow
October 17thSpecial Rec ~ Halloween Party 2023 
OssiningCaputo Community Center, Ages 5 - 18
October 18thYorktown Window Painting
YorktownRegistration required.
October 21st
Pound Ridge Paint and Scare Halloween

October 21stHalloween Parent's Night Out
On My Toes Dance Academy, Cortlandt
Ages 3 - 9 5 p.m. - 7 p.m.
October 21stVillage of Briarcliff Manor 2023 Window Painting
Briarcliff ManorGrades 2 - 5, registration required
October 21stHalloween Spooktacular at Cross County Center 
Yonkers10 a.m. - 3 p.m.
October 21stYorktown Lion's Halloween Parade and Carnival
October 21stShake it Off Halloween Events
ScarsdaleShake it Off Barfing Pumpkin & Potions Class
Shake it Off Halloween Party, Scarsdale
October 21stTrick-or-Treating at Muscoot Farm
Katonah12 p.m.
October 21stRivertowns SUP Witches Festival
Sleepy Hollow
October 21stHalloween Sensory Art and Play

Yorktown Heights$35 Drop-in
October 22ndYMCA of Northern Westchester Halloween Parade
Somers Reis Park
2:30 p.m.
October 22ndVillage of Mamaroneck's Spooktacular
Harbor Island Park
11:30 - 2:30
October 22ndWhite Plains Parade and Trunk or Treat
Library Plaza
2:30 p.m.
October 27th
Eastchester Trunk or Treat at Town HallEastchester5:30 - 8 p.m.
October 27thJoseph F. Nardone Funeral Home Trunk or TreatPeekskill2 p.m. - 5 p.m. Candy, giveaways, DJ, face painting, and food trucks
October 28th and 29th
Halloween Weekend at Westchester Children's Museum
October 28th and 29th
Halloween Brunch with Wow the Cow,
Stew Leonard's, Yonkers
11 a.m. and 1:30 p.m.
October 28thFree Halloween Spooktacular at School of Rock
Briarcliff Manor12 p.m. - 5 p.m. Free
October 28th
Tarrytown Halloween Parade
Patriot's Park5:30 p.m. - 6:30 p.m.
October 28th
Ossining's Spooktacular Fall Fest
Ryder Town Park
12 p.m. - 5 p.m.
October 28th
Croton-on-Hudson Goblin Walk

11:45 a.m.
October 28th
Halloween Dog Parade
Croton Landing2 p.m.
October 28th
Trunk or TreatPelham Funeral Home2 p.m.
October 28th
Mahopac Falls Volunteer Fire Department Trunk or Treat
3 p.m. - 7 p.m.
October 28th
Spooktacular OktoberfestTrailside Museum at Ward Pound Ridge Reservation, Cross River1 p.m.
October 28th
Howl-o-ween Party at Bark ParkWhite Plains11 a.m.
October 28th
Rye Brook Recreation Trunk or TreatPine Ridge Park12:30 - 1:30 p.m.
October 28th
Boo Bash Costume Party Chantilly Patisserie
Bronxville8 a.m.
October 28th
Family Halloween Art 
Railyard Arts, Croton Falls10:30 a.m.
October 28th
Stop Motion Animation Workshop
Railyard Arts, Croton FallsHalloween Stories
1:00 p.m.
October 28th
All Saints Church Trunk or Treat
3 - 5 p.m.
October 28thMike Risko Band Annual Halloween Event
Ossining12 p.m. - 3 p.m. Come in costume!
October 28th
Trunk or Treat and Fall Fest at Lewisboro Town Park
October 28thKES PTO Halloween Fair
KatonahAges 5 - 10 11 a.m. - 3 p.m.
October 29thBoo Walk at Muscoot FarmKatonah
October 29thFright Fest at JV Club Fit
Jefferson Valley 
October 29thHalloween Party at Rochambeau FarmKatonahFree admission, wear your costume 11 a.m. - 4 p.m.
October 29thCreepy Candy CrawlMain Street, Tuckahoe4 p.m. - 5:30 p.m.
October 30thFall Crafts with Olivia: Color Your Own Trick-or-Treat Bag at Briarcliff Manor Public Library
Briarcliff ManorAges 3+
October 31stHalloween Party and Costume Contest at The Market Square
Pound Ridge Halloween Walk, followed by Haunted Houses at the firehouse
Pound Ridge4 p.m. - 6 p.m.
October 28th
Scarsdale Halloween Parade
4 p.m. - 6 p.m.
October 31stBedford Fire Department Halloween ParadeBedford4:30 p.m.
October 31stTrunk or Treat with DJ, games, fun, and candyOssiningMain Street 6 - 8 p.m.
October 31stTrick or Treat at Dentistry for ChildrenPeekskillThroughout regular business hours - Raffle prizes
October 31stYellow Monkey Village Trick-or-TreatCross RiverLook for the orange balloons to indicate participating shops
10 a.m. - 5 p.m.

Just added! 

Select weekend dates: Scared By the Sound Haunted House, Yorktown Heights

10/27 Boo and Brew at Jefferson Valley Mall 5 p.m. - 9 p.m. 

10/27 The Bedford Blaze 5:30 - 7:30 Bedford Village Elementary School

10/28 Briarcliff Manor Ragamuffin Parade 9:30 a.m. Pleasantville Road

10/28 A Day of Family Fun Halloween Festival at Crawford Park, Rye Brook - music, trunk or treat, movie

10/28 & 10/29 Halloween Party with Wolves, North Salem

10/28 Village of Ardsley Trunk or Treat 1 p.m - 3 p.m. Pascone Park

10/28 Gymnastics City Halloween Party, Cortlandt, 2 sessions, cash only

10/28 Bedford Neighborhood Association Trunk or Treat at Bedford Hills Train Station 3 p.m. - 5 p.m.

10/29 Family Costume Hike Leon Levy Preserve 10 a.m. all ages welcome and leashed dogs, Lewisboro

10/29 Pumpkin Palooza Bedford Community Church 12:30 p.m. all are welcome, pumpkin painting, face painting, trunk or treat, and games

10/29 Katonahween Parade 1 - 3 p.m. Katonah Ave at Allen Place, parade, treats, music

10/29 Eastchester Ragamuffin Parade 2 p.m. at Eastchester Middle School

10/29 S.E.L. by Franco Spooky Season Halloween Party 10 a.m. - 3 p.m. 280 Mayflower Ave, New Rochelle ages 2 - 12, free

10/30 Halloween Party at The Pamplemousse Project, White Plains 4 - 6 p.m.

 πŸ•ΈοΈHudson Valley and Surrounding Areas πŸ•ΈοΈ

See something missing?  Email to have it added to our calendar!

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