Best Things To Do with Westchester Preschoolers and Toddlers this Fall

Submitted by Susan Miele on

Kids can climb on a tractor, paint pumpkins, and more at Pumpkinfest on Monday, October 14. Photo courtesy of the Pine Island Chamber of Commerce
Fun Fall Events for Preschoolers in Westchester and the Hudson Valley: Apples, Pumpkins, Festivals, Shows

We’ve gathered up our favorite things to do with toddlers and preschoolers this fall in Westchester and the Hudson Valley. Whether they ride your shoulders while apple picking or rock out at Peppa Pig Live, we’ve got the makings of memories to help fill up those photo albums. As an added perk, many of these fall events are FREE!

For more options, check out our Event Calendar and Fall Fun Guide for Westchester Kids—and don’t forget to sign up for our newsletters and follow us on Facebook. Stay tuned for our ultimate guide to Halloween fun for many more fall events for toddlers and preschoolers!

LLet's go fly a kit at Washington’s Headquarters State Historic Site in Newburgh on Saturday, September 28. Photo courtesy of Washington's Headquarters State Historic Site
Things To Do with Toddlers and Preschoolers in September 2019
Budding Buddha's Yoga for Tots
Wednesdays through December 18 – White Plains - FREE
Peppa Pig Live! Peppa's Adventure
Thursday, September 12, 2019 – White Plains
Shake Your Sillies Out
Thursdays through October 31, 2019 – Mamaroneck – FREE
Holy Trinity Greek Festival
Thursday, September 12-Sunday, September 15, 2019 – New Rochelle
Nature Tales
Fridays – September 13-October 11, 2019 – New Rochelle
Larchmont Day
Saturday, September 14, 2019 – Larchmont – FREE
Bugging Out
Saturday, September 14, 2019 – Scarsdale
Fairy Walk
Sunday, September 15, 2019 – Katonah
Armonk Cider & Donut Festival and BHPA Fall Carnival
Sunday, September 15, 2019 – Armonk
Mommy & Me at the Rye Nature Center
Mondays – September: 16, 23; October: 7, 21; November: 4, 18, 25, 2019 – Rye
The Best of the New York International Children's Film Festival
Sunday, September 22, 2019 – Pleasantville
Jay Day
Sunday, September 22, 2019 – Rye
Kites Over the Hudson
Saturday, September 28, 2019 – Newburgh – FREE
National Alpaca Days at Lilymoore Farm
Saturday, September 28 – Sunday, September 29, 2019 – Pleasant Valley
Foster a love of reading at the Chappaqua Children’s Book Festival on Saturday, October 5. Photo by Grace Bennett for Inside Chappaqua
Things To Do with Toddlers and Preschoolers in October 2019
STEAM Team Jr.
Friday, October 4, 2019 – Peekskill – FREE
Chappaqua Children's Book Festival
Saturday, October 5, 2019 – Chappaqua
Warwick Applefest
Sunday, October 6, 2019 – Warwick
Columbus Day Craft
Monday, October 7, 2019 – Mount Kisco – FREE
Storybook Dancing
Wednesday, October 9, 2019 – White Plains – FREE
Saturday Morning Family Series
Saturdays, October 12 – November 30, 2019 – Rhinebeck
Pumpkinfest
Monday, October 14 – Pine Island
Candy Corn Paper Garland
Thursday, October 17, 2019 – Tuckahoe
Princess Tea Party
Saturday, October 19, 2019 – South Salem – FREE
Fall Family Fun Fest
Sunday, October 20, 2019 – Olivebridge
Festifall
Sunday, October 27, 2019 – Scarsdale
Halloween Fun
Wednesday, October 30, 2019 – Chappaqua – FREE
Take part in a variety of art activities at Family Day at the Katonah Museum of Art on Sunday, November 24. Photo courtesy of the museum
Things To Do with Toddlers and Preschoolers in November 2019
The Little Engine That Could Earns Her Whistle
Sunday, November 17, 2019 – Mamaroneck
Thanksgiving Story and Craft
Tuesday, November 19, 2019 – Montrose – FREE
Annual New Rochelle Thanksgiving Day Parade
Saturday, November 23, 2019 – New Rochelle – FREE
KMA Family Day
Sunday, November 24, 2019 – Katonah – FREE
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