These Are the Best Holiday Events in Westchester

Holiday events in Westchester

Find the best events happening tomorrow for any age group

From dazzling Christmas lights to friendly Shabbat dinners to local caroling, find holiday events

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Sunday Nov. 23, 2025

All day

Santa Photo Experience

Ages: All
Christmas
Holiday

The WestchesterWhite Plains

Various

Santa at Ridge Hill

Ages: All
Christmas
Holiday

Ridge HillYonkers

9:30am–5pm

59th Annual Turkey Trot & Gobbler Race

Ages: All
Holiday

60-98 Harbor Island ParkMamaroneck

wf-calendar-The-Great-Holiday-Train-Show-2025-11

10am–4pm

The Great Holiday Train Show

Ages: All
Attractions
Holiday

New Castle Historical SocietyChappaqua

cross county 2

Noon–8pm

Cross County Center Holiday Food Truck Market

Cross County CenterYonkers

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