My compilation of fun things to do during the winter or in cool weather with family and friends great for all ages! I highly recommend these experiences, as I’ve personally tried them and found them absolutely amazing.
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Fun doesn’t stop in the winter!
Fun doesn’t stop in the winter!
A must see, exhibit with model trains that zip through tunnels and past skyscrapers, with the theme changing each year. November 15, 2025 through January 11, 2026.
Holiday Train Show, NYBG
Bryant Park Winter Village is a festive seasonal event in New York City featuring a free admission ice skating rink, charming Holiday Shops offering artisanal gifts, and plenty of food and drink options at The Lodge and nearby kiosks. It’s a beloved ...
Bank of America Winter Village
Located on the Coney Island Boardwalk across from the train station, this aquarium is great to visit both in the summer and during the colder months. You can visit it free of charge on Wednesdays, but you must go on their web site on Monday and reser...
New York Aquarium
Every year, thousands of lights and dazzling Christmas scenes transform these tree-lined streets into a breathtaking winter wonderland, with homeowners often competing to create the most spectacular display.
Drive through the neighborhood, or better...
Dyker Heights Christmas Lights
“Fantasy Winter Fairyland” themed, illuminated sculpture park, is a great place to hang out with family and friends.
Luminocity
This is a fun activity for all ages. Wear comfortable shoes and appropriate clothing. Nice views and a fantastic experience. Unfortunately, you can no longer go to the top and some of the better viewing areas are covered in netting. Overall, you can ...
Vessel
Bedsides amazing exhibitions, they have free admissions certain days.
Every Friday evening from 5–10 pm and on the second Sunday of every month, admission to the Museum is free.
Visitors 25 and under are always free, every day.
Whitney Museum of American Art
The Union Square Christmas Market 2025 is expected to open on November 13th, though the date has yet to be confirmed by organizers. The market typically runs until December 24th, closing early on Christmas Eve and remaining closed on Christmas Day.
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Union Square Holiday Market by Urbanspace
Such a magical place! The beautiful architecture instantly transports you to the medieval ages. The garden is well maintained and adds to the charm. From the moment you walk in, you feel like you’ve stepped into another world. It doesn’t feel like yo...
The Met Cloisters
A fun place to hang out with family and friends perfect in both cool and warm weather! Packed with delicious food courts, small shops, and plenty of things to do, this spot never disappoints. I hope you like it as much as I do.