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October 2019 Events for Families in Westchester

10/2/2019

 
               
Picture
The Great Jack O'Lantern Blaze
October has arrived and it's that time of year again- ghosts, ghouls, pumpkins, Oktoberfest and more. Westchester County has so much to offer families during the Halloween season, ranging from pumpkin picking to frightening Haunted Houses. As the beautiful autumn weather continues there is no shortage of things to do outside- carnivals, parades, festivals and more. Happy fall!

Fall & Halloween Themed Events

  • Fall Orchard Festivals- see Apple Picking, Pumpkins, Hayrides, Donuts and More
  • The Great Jack O' Lantern Blaze- Runs until Nov 30, reserve tickets in advance
  • Sleepy Hollow Cemetery Tours- Runs through Nov 30, reserve tickets in advance
  • Spooky Pumpkin Garden & More Halloween Events at the NY Botanical Garden- Runs through Oct 31, see details for individual events, some require advance tickets
  • Bear Mountain Oktoberfest- Runs Friday-Sunday until Oct 20
  • Home of the 'Legend'- Runs until Nov 3, see specific dates and reserve tickets in advance
  • Boo at the Bronx Zoo- Weekends Sept 28-Nov 3 plus Mon Oct 14
  • Stew Leonard's Yonkers Halloween Events- Multiple events, see specific dates and reserve tickets in advance
  • Hudson Horrors- Oct 4-27, reserve tickets in advance
  • The Haunt at Rocky Ledge- Oct 4-Nov 2, reserve tickets in advance
  • Horseman's Hollow- Oct 4-Nov 3, reserve tickets in advance
  • Sleepy Hollow Experience- Oct 4-Nov 3, reserve tickets in advance
  • Irving's Legend- Oct 4-Nov 3, reserve tickets in advance
  • The Unsilent Picture- Oct 4-Nov 3, reserve tickets in advance​
  • Goose feather's Oktoberfest- Oct 5
  • Headless Horseman Silent Movie- Oct 9, 16, 23, 30, reserve tickets in advance
  • Night of 1,000 Jack O'Lanterns- Oct 10-20, reserve tickets in advance
  • Scared by the Sound Haunted House- Oct 11-27, reserve tickets in advance
  • "Oktoberfest" Comes to Yorktown- Oct 12
  • Tarrytown Music Hall Ghost Tours- Oct 15-29, reserve tickets in advance
  • Jay Ghoul's House of Curiosities- Oct 17-31, reserve tickets in advance
  • Forest O'Fears: The Haunting At Cedar Lane & Halloween Family Fun Festival- Oct 18-19, Oct 25-26, reserve tickets in advance
  • Halloween Spooktacular Event at Cross County Shopping Center- Oct 19
  • HarvestFest on the Hill- Oct 19
  • Rye Town Park 2019 Fall Festival- Oct 20
  • Sleepy Hollow’s Annual Haunted Hayride- Oct 25-26, reserve tickets in advance
  • White Plains Zombie Walk- Oct 26
  • Tarrytown/Sleepy Hollow Halloween Parade- Oct 26
  • Halloween Spooktacular- Oct 26
  • Peekskill Safe Halloween- Oct 26
  • Halloween Fall Festival- Oct 26
  • Festifall- Oct 27
  • Halloween Party and Graveyard Tour- Oct 27
  • Spooky Tales- Oct 30, reserve tickets in advance

Carnivals, Fairs, Festivals & Parades

  • Fall Carnival- Oct 2-6
  • 10th Annual ArtsFest 2019- Oct 4-6
  • Chappaqua Children's Book Festival- Oct 5
  • Peekskill Rotary’s 49th Annual Horse Show & Country Fair- Oct 5
  • New York Renaissance Faire- last call! Ends October 6
  • Third Annual Fall Fun Fest: Celebrating Abilities- Oct 6
  • Eastchester Columbus Day Carnival & Parade- Oct 11-14
  • 23rd Annual Sleepy Hollow Crafts, Food and Street Fair- Oct 12
  • Nyack Famous Street Fair- Oct 13​

Other Events 

  • ​Baseball & Sports Card and Memorabilia Show- Oct 4-6
  • Art Tour: Guggenheim-Hugo Boss Prize: Simone Leigh- Oct 4
  • Make-A-Wish Hudson Valley- Walk for Wishes 2019- Oct 5
  • Music Conservatory of Westchester's 90th Anniversary Kick-Off Celebration- Oct 5
  • Broadway’s Rock of Ages Band- Rock Stars from the Original Cast of the Broadway Hit!- Oct 5
  • JBFC Potter-Thon-  Ends October 6
  • Annual Support-A-Walk for Breast and Ovarian Cancer- Oct 6​​
  • Family Gardening Days at Ridge Hill- Oct 6
  • Youth Archery Lesson Series- Oct 6 and every Sunday
  • Hedwig and the Angry Inch- Runs until Oct 12​​
  • Moon Mouse- Oct 12
  • Make Your Own Clay Whistle- Oct 12
  • Halloween Themed Drop In Clay- Oct 12
  • The Chair Show- Runs until Oct 19
  • 2019 Miles for Medals Walk/Run to benefit Special Olympics NY - Hudson Valley Region- Oct 13
  • Halloween Movie Night- Oct 17
  • Thursday Night Out: Still-Life Paintings: A BYOB Night Out!- Oct 17
  • SOOP Theatre Company's Chicago High School Edition- Oct 17
  • Stamford Symphony Opening Weekend Of The  2019 – 2020 Season- Oct 19
  • Lunch Invite - Bullying & Resilience: A Medical Perspective- Oct 23
Find a full listing of things to do this weekend, recurring events and other upcoming events on our Community Calendar. Events are free to add so we encourage our readers and local businesses to post great family events.


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  • About Us
  • Calendar
  • Blog
    • Blog Topics
  • Things To Do
    • Indoor Fun
    • Outdoor Fun
    • Camp
  • Love Local
    • Be Prepared
    • Give Back
    • The Towns of Westchester
  • Resources
    • Education
    • Parenting
    • Music
    • Fitness & Health
    • Shopping
    • Beauty & Fashion
  • Contact Us