The Hudson Valley's Sinterklaas celebrations include a festive send-off of Sinterklaas via tugboat in Kingston. Photo courtesy of the event
The Hudson Valley's Sinterklaas celebrations include a festive send-off of Sinterklaas via tugboat in Kingston. Photo courtesy of the event

Must-Do Holiday and Christmas Events for Westchester Kids

The 2019 holiday season is officially upon us, and we’ve gathered a list of must-do holiday experiences and events in Westchester and the Hudson Valley that we know are a hit with kids and grown-ups alike. 

Westchester families are fortunate to live in an area with so many ways to celebrate—including holiday festivals, performances, menorah lightings, Christmas train rides, and more. Some of these events require advance planning, as ticketed events often sell out.

Coming soon: Keep an eye on your inbox (what? you haven't signed up for our newsletters yet?) for ways to see Santa, Nutcracker performances, the schedule of tree and menorah lightings, and other holiday essentials. As of this posting, the exciting Hanukkah events that we're anticipating are not yet listed, so stay tuned for the big reveal of those, too.

Looking for more holiday fun? Consult our Event Calendar and follow us on Facebook!


Westbrook Lane Station (at the Kingston Plaza shopping center)
149 Aaron Court
Kingston, NY 12401

Kensico Dam Plaza
1 Bronx River Parkway
Valhalla, NY 10595

Headless Horseman Hayrides
778 Broadway
Ulster Park, NY 12487

Boscobel House and Gardens
1601 Route 9D
Garrison, NY 10524

Kevin McCurdy's Holiday Spirit Festival
38 Sheafe Road
Wappingers Falls, NY 12590

The Old Dutch Church
430 North Broadway
Sleepy Hollow, NY 10591

The Andy Murphy Neighborhood Center
467 Broadway
Kingston, NY 12401

Kingston Rondout
Kingston, NY 12401

Downtown Rye
Rye, NY 10580

Village of Armonk
Main Street
Armonk, NY 10504

Historic Huguenot Street
81 Huguenot Street
New Paltz, NY 12561

Rhinebeck
Rhinebeck, NY 12572

Tarrytown Music Hall
13 Main Street
Tarrytown, NY 10591

Lasdon Park Arboretum and Veterans Memorial
Route 35
Somers, NY 10589

Bedford Village Green
14 Pound Ridge Road
Bedford, NY