20 Things to Do with Kids on a Westchester Winter Staycation

Stay and play without having to leave the county

Last year, my family took what we hoped would be an idyllic vacation in the countryside—but the area didn't live up to our expectations and we hightailed it back to Westchester for a “staycation.” With all the things to do in Westchester, staying local—rather than standing in line for hours at an airport or braving icy roads—can be a dream over mid-winter break. 

Looking for more ways to spend the upcoming February break? Make sure to check out our Event Calendar and follow us on Facebook!

1. Bundle up and go for a walk at the Croton Aqueduct. The area is mostly flat, so it’s an easy walk for kids, and the Friends of the Old Croton Aqueduct also regularly offer free group walks and tours.

2. Walk, cross-county ski or snowshow the trails at Rockefeller State Park Preserve.

3. Take part in the indoor and outdoor activities at the Greenburgh Nature Center

4. Go ice skating outdoors!

5. Indoor ice skating more appealing? There are plenty of options in Westchester.

6. Burn off some engery at one of the many indoor play places in our area.

7. Or take a short trip to nearby Rockland or Orange County for a new romping spot

8. Bounce the winter blues away at Rockin’ Jump

9. Visit the recently expanded and oh-so-family-friendly Westchester Children’s Museum

10. Check out a star show at the Hudson River Museum

11. Catch a flick: Alamo Drafthouse goes above and beyond your standard movie popcorn with gourmet fare for kids and grownups, and the Jacob Burns Film Center also offers a selection of high-quality, kid-friendly films.

12. Want to take the kids to see live theater? The Tarrytown Music Hall regularly offers family-friendly performances.

13. Try your hand(s) at rock climbing.

14. Eat lunch at City Limits Diner, a perennially popular restaurant for good reason – it’s got plenty of classic diner fare, but enough of a modern twist (and lighter fare) to please plenty of palates.

15. Skip the trip to Chinatown and visit Fantasy Cuisine.  Two words: soup dumplings.

16. Snow on the ground? Go sledding or learn to ski.

17. Looking for more kid-friendly fare? Check Sakura Garden, which offers a Children’s Hibachi Dinner (as well as special chopsticks for the kids).

18. Take a break at one of the family-friendly coffee houses in the area -

19. Warm up with some hot chocolate

20. Don't forget our about the libraries! Check our Event Calendar for a plethora of free activities going on at your local library.  

For even more ideas of what to do during your winter staycation, check our Winter Fun Guide.

Photo taken in Hastings-on-Hudson by the author. 

Area/Neighborhood: 
location: 
Croton Aqueduct
15 Walnut Street
10522 Dobbs Ferry , NY 41° 0' 42.1344" N, 73° 52' 36.2424" W
New York
Rockefeller State Park Preserve
125 Phelps Way
10570 Pleasantville , NY 41° 6' 28.7244" N, 73° 50' 16.386" W
New York
Greenburgh Nature Center
99 Dromore Rd
10583 Scarsdale , NY 41° 0' 18.738" N, 73° 48' 24.5448" W
New York
Rockin' Jump
333 N Bedford Rd
10549 Mt Kisco , NY 41° 13' 13.1232" N, 73° 43' 11.802" W
New York
Rockin' Jump
241 Market Street
10710 Yonkers , NY 40° 57' 57.1968" N, 73° 51' 24.7068" W
New York
The Cliffs at Valhalla
2 Commerce St
10532 Hawthorne , NY 41° 5' 36.9528" N, 73° 47' 30.7968" W
New York
House of Sports
1 Elm Street
10502 Ardsley , NY 41° 0' 37.0224" N, 73° 51' 4.4064" W
New York
Westchester Children's Museum
100 Playland Parkway
10580 Rye , NY 40° 58' 14.9232" N, 73° 41' 34.2276" W
New York
Hudson River Museum
511 Warburton Avenue
10701 Yonkers , NY 40° 57' 14.9184" N, 73° 53' 46.8204" W
New York
Alamo Drafthouse
2548 Central Park Avenue
10710 Yonkers , NY 40° 58' 57.162" N, 73° 49' 28.3548" W
New York
Jacob Burns Film Center
364 Manville Road Pleasantville
10570 NY 41° 8' 6.1764" N, 73° 47' 29.7816" W
New York
Tarrytown Music Hall
13 Main Street
10591 Tarrytown , NY 41° 4' 35.9004" N, 73° 51' 31.572" W
New York
City Limits Diner
200 Central Avenue
10606 White Plains , NY 41° 2' 10.7196" N, 73° 46' 47.8056" W
New York
Fantasy Cuisine
20 N. Central Avenue
10580 Hartsdale , NY 41° 1' 9.7896" N, 73° 47' 50.9784" W
New York
Sakura Garden
531 Warburton Avenue
10706 Hastings-on-Hudson , NY 40° 59' 39.9984" N, 73° 52' 57.5328" W
New York