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
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🎃 Shop Costumes 🎃 |
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
🎃 Armonk, Chappaqua, Mount Kisco, Pleasantville - Our Neighborhood 🎃 |
Date | Event | Location | Details |
| October 8th | Halloween Window Painting | Mount Pleasant Recreation | Registration required |
| October 9th | Breaking Ground Dance Center Boo Bash | Pleasantville | 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 | Armonk | Rain or shine, pumpkin painting, haunted house, refreshments and games $8 per person |
| October 28th | KES Halloween Fair | Katonah | 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 Treat | Downtown Chappaqua | 12 p.m. |
| October 31st | Lollipop Ghost Craft at Mt. Kisco Library | Mount Kisco | All Ages |
| October 28th | Trick or Treat Downtown Mount Kisco | Mount Kisco | Meet 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
👻 Westchester County 👻 |
Date | Event | Location | Details |
September 15 - November 19th | Croton-on-Hudson | ||
September 15th - October 31st | Sleepy Hollow | ||
September 29th - October 29th | Philipsburg Manor | ||
September 15th - November 12th | Irvington | Select Dates | |
October 1st - 31st | Yonkers | Free, daily | |
| Multiple dates between October 6th and 29th | The 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 | Tarrytown | Check site for details |
| October 13th | Addams Family 2 Movie | Court Street, White Plains | 7 p.m. |
| October 13th | Terror at Quassy Amusement Park | Bedford Park Recreation | Grades 6 - 9 |
| October 13th and 20th | Halloween Hay Bale Theater at Stew Leonard's | Yonkers | |
| October 14th | Briarcliff Scarecrow Making | Briarcliff | Registration required |
| October 14th | Somers Girl Scouts Trunk or Treat | Primrose Elementary School | 12 p.m. - 2 p.m. Open to all, $5 |
| October 14th | Spooktoberfest | Ridge Road Park, Hartsdale | 12 p.m. - 4:30 p.m. $7 per person |
| October 15th | The Great Pumpkin Patch at Gillie Park | White Plains | White Plains Residents only |
| October 15th | Pumpkin Painting Party | Bedford Farms | 12 - 4 p.m. |
| October 15th | Sleepy Hollow Street Fair | Sleepy Hollow | |
| October 17th | Special Rec ~ Halloween Party 2023 | Ossining | Caputo Community Center, Ages 5 - 18 |
| October 18th | Yorktown Window Painting | Yorktown | Registration required. |
| October 21st | Pound Ridge Paint and Scare Halloween | ||
| October 21st | Halloween Parent's Night Out | On My Toes Dance Academy, Cortlandt | Ages 3 - 9 5 p.m. - 7 p.m. |
| October 21st | Village of Briarcliff Manor 2023 Window Painting | Briarcliff Manor | Grades 2 - 5, registration required |
| October 21st | Halloween Spooktacular at Cross County Center | Yonkers | 10 a.m. - 3 p.m. |
| October 21st | Yorktown Lion's Halloween Parade and Carnival | Yorktown | |
| October 21st | Shake it Off Halloween Events | Scarsdale | Shake it Off Barfing Pumpkin & Potions Class Shake it Off Halloween Party, Scarsdale |
| October 21st | Trick-or-Treating at Muscoot Farm | Katonah | 12 p.m. |
| October 21st | Rivertowns SUP Witches Festival | Sleepy Hollow | |
| October 21st | Halloween Sensory Art and Play | Yorktown Heights | $35 Drop-in |
| October 22nd | YMCA of Northern Westchester Halloween Parade | Somers Reis Park | 2:30 p.m. |
| October 22nd | Village of Mamaroneck's Spooktacular | Harbor Island Park | 11:30 - 2:30 |
| October 22nd | White Plains Parade and Trunk or Treat | Library Plaza | 2:30 p.m. |
| October 27th | Eastchester Trunk or Treat at Town Hall | Eastchester | 5:30 - 8 p.m. |
| October 27th | Joseph F. Nardone Funeral Home Trunk or Treat | Peekskill | 2 p.m. - 5 p.m. Candy, giveaways, DJ, face painting, and food trucks |
| October 28th and 29th | Halloween Weekend at Westchester Children's Museum | Rye | |
| October 28th and 29th | Halloween Brunch with Wow the Cow, | Stew Leonard's, Yonkers | 11 a.m. and 1:30 p.m. |
| October 28th | Free Halloween Spooktacular at School of Rock | Briarcliff Manor | 12 p.m. - 5 p.m. Free |
| October 28th | Tarrytown Halloween Parade | Patriot's Park | 5:30 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 Landing | 2 p.m. |
| October 28th | Trunk or Treat | Pelham Funeral Home | 2 p.m. |
| October 28th | Mahopac Falls Volunteer Fire Department Trunk or Treat | 3 p.m. - 7 p.m. | |
| October 28th | Spooktacular Oktoberfest | Trailside Museum at Ward Pound Ridge Reservation, Cross River | 1 p.m. |
| October 28th | Howl-o-ween Party at Bark Park | White Plains | 11 a.m. |
| October 28th | Rye Brook Recreation Trunk or Treat | Pine Ridge Park | 12:30 - 1:30 p.m. |
| October 28th | Boo Bash Costume Party Chantilly Patisserie | Bronxville | 8 a.m. |
| October 28th | Family Halloween Art | Railyard Arts, Croton Falls | 10:30 a.m. |
| October 28th | Stop Motion Animation Workshop | Railyard Arts, Croton Falls | Halloween Stories 1:00 p.m. |
| October 28th | All Saints Church Trunk or Treat | Scarborough | 3 - 5 p.m. |
| October 28th | Mike Risko Band Annual Halloween Event | Ossining | 12 p.m. - 3 p.m. Come in costume! |
| October 28th | Trunk or Treat and Fall Fest at Lewisboro Town Park | Lewisboro | |
| October 28th | KES PTO Halloween Fair | Katonah | Ages 5 - 10 11 a.m. - 3 p.m. |
| October 29th | Boo Walk at Muscoot Farm | Katonah | |
| October 29th | Fright Fest at JV Club Fit | Jefferson Valley | |
| October 29th | Halloween Party at Rochambeau Farm | Katonah | Free admission, wear your costume 11 a.m. - 4 p.m. |
| October 29th | Creepy Candy Crawl | Main Street, Tuckahoe | 4 p.m. - 5:30 p.m. |
| October 30th | Fall Crafts with Olivia: Color Your Own Trick-or-Treat Bag at Briarcliff Manor Public Library | Briarcliff Manor | Ages 3+ |
| October 31st | Halloween Party and Costume Contest at The Market Square Pound Ridge Halloween Walk, followed by Haunted Houses at the firehouse | Pound Ridge | 4 p.m. - 6 p.m. |
| October 28th | Scarsdale Halloween Parade | Scarsdale | 4 p.m. - 6 p.m. |
| October 31st | Bedford Fire Department Halloween Parade | Bedford | 4:30 p.m. |
| October 31st | Trunk or Treat with DJ, games, fun, and candy | Ossining | Main Street 6 - 8 p.m. |
| October 31st | Trick or Treat at Dentistry for Children | Peekskill | Throughout regular business hours - Raffle prizes |
| October 31st | Yellow Monkey Village Trick-or-Treat | Cross River | Look 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.
🕸️Hudson Valley and Surrounding Areas 🕸️ |
- Pumpkin World: Where Jack O’Lanterns Glow, Pomona, NY September 29 - October 31
- Boo at the Zoo (Bronx Zoo), Saturdays and Sundays September 30 - October 28th including Monday, October 8th
- Orchard of Lights, Halloween Drive Thru Light Show - Demarest Farms, Hillsdale NJ. September and October dates
- Headless Horseman Hayrides and Haunted Houses in New York, Ulster Park. Weekends through October 29th
- Mid-Hudson Children's Museum 31 Days of Halloween, Poughkeepsie, October 1st - 31st
- Liberty Science Center Spooky Fest October 1st - 29th
- Peace, Love, and Pumpkins at Bethel Woods, October 13th - 29th
- October 7th and 8th: Children's Day at Headless Horseman Hayrides and Haunted Houses
- October 8th - Fall Festival at Kiwi Day Camp
- October 21 - 22: Museum Village No Scare Halloween, Monroe 11 a.m. - 4 p.m.
- October 27th: Mid-Hudson Children's Museum Halloween Spooktacular, Poughkeepsie 5:00-7:30 pm
- October 28th: Trick or Treat for the Culture Foundation at the Palisades Center, West Nyack
- October 28th: Boo at the Zoo (Bear Mountain) at the Trailside Museum
- October 28th: Sugar Loaf Halloween Festival
- October 28th: Nyack Halloween Parade
- October 28th - 29th
- October 29th: Kids Halloween Jam at 314 Beer Garden, Norwalk, CT
See something missing? Email mackidchappaqua@macaronikid.com to have it added to our calendar!
🕸️More Halloween Fun 🕸️ |
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