These Are the Best Holiday Events in Westchester

Holiday events in Westchester

Find the best events on Aug 19 for any age group

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

Post an Event

Saturday Jan. 3, 2026

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

6–8pm

Grand Holiday Illumination 2025

Ages: All
Attractions
Free

Untermyer GardensYonkers

Sunday Jan. 4, 2026

cross county 2

Noon–8pm

Cross County Center Holiday Food Truck Market

Cross County CenterYonkers

6–8pm

Grand Holiday Illumination 2025

Ages: All
Attractions
Free

Untermyer GardensYonkers

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