The Best Kids (5–8) Activities in Westchester

Things to do with kids in Westchester

Find the best events happening tomorrow for kids (5–8)

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Friday Dec. 19, 2025

Festival of Trees 2023 Flyer (2)

All day

Port Jefferson Festival of Trees

Ages: 5 – 8
Free
Holiday

Port Jefferson Village CenterPort Jefferson

WNT-Santa-This-Saturday-2025

1–4pm

Meet Santa at Willy Nilly Trading

Ages: All
Christmas
Free

Willy NillyBay Shore

HolidayIce_1077a

2–5pm

The Gateway’s Holiday Spectacular on Ice starring Nancy Kerrigan

Ages: 5 and up
Theater

The Gateway PACSCBellport

5–8pm

2nd Annual Greenport Holiday Stroll

Ages: 5 and up
Art
Christmas

harbor front innGreenport Village

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