Best of September: 22 Top Things To Do in Westchester with Kids

Book your tickets now if you want to see the annual spectacle that is The Great Jack O'Lantern Blaze at Van Cortlandt Manor. Photo courtesy of the Historic Hudson Valley
Book your tickets now if you want to see the annual spectacle that is The Great Jack O'Lantern Blaze at Van Cortlandt Manor. Photo courtesy of the Historic Hudson Valley

Labor Day kicks off September activities, launching Westchester and the Hudson Valley's season of apple picking, fall festivals, pumpkin patches, and corn mazes.

The start of fall festivities includes the Armonk Cider & Donut Festival, Mount Kisco Septemberfest, and the Port Jervis Fall Foliage Festival. To get in the Halloween spirit early, check out the Great Jack O'Lantern Blaze, which features more than 7,000 hand-carved and lit-up pumpkins. 

Find more top September fun in our Westchester Fall Fun Guide, including apple picking and pumpkin picking, as well as our rundown of the best fall day trips nearby

We’re adding more events to our Family Activity Calendar every day, so don’t forget to check it frequently.

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Places featured in this article:


Minisink Valley Kiwanis Club

Holy Trinity Greek Orthodox Church

Westchester Medical Center

Riverfront Green Park - Peekskill

Washington's Headquarters State Historic Site
Philipsburg Manor Holiday Boutique & Activities
Philipsburg Manor - 9:00 AM Pick
Train Time
Harrison Public Library - West Harrison Branch - 10:30 AM Pick
FIESTA! With Flor Bromley
Hendrick Hudson Free Library - 11:00 AM Pick
Preschool Story and Craft
North Castle Public Library - 11:00 AM Pick
Kids Learn Italian/Portuguese
Harrison Public Library - Richard E. Halperin Building - 3:30 PM Pick
Neighborhood Guides
Activity Guides