Visiting NYC in the Winter: A Holiday Season Guide ❄️🗽

Written By Angie Thomas

I’ve been to NYC many times, but there’s nothing quite like New York City during the winter holiday season. The city transforms into a real-life snow globe! Think twinkling lights, festive storefronts, seasonal markets, and iconic winter experiences around every corner! Whether it’s your first holiday visit or a yearly tradition, winter in NYC delivers magic, nostalgia, and unforgettable moments.

From festive hotel stays to must-see attractions, cozy dining spots, and practical tips for staying warm, this guide covers everything you need to plan the ultimate New York City winter getaway. See my video highlighting all the holiday charm of NYC here.

Where to Stay in NYC This Winter

The TWA Hotel (JFK Airport)

This hotel is a must! Start or end your winter trip in style at the TWA Hotel at JFK, where retro glamour meets modern comfort. This iconic property is especially appealing during winter travel when convenience and comfort matter most. This is most certainly a slice of history and one of the only places where you can watch airplanes landing and taking off!! This is because this hotel has been made inside the old TWA terminal!

Why it’s perfect for winter:

  • Ultra soundproof rooms for restful sleep after travel days

  • Mid-century modern design that feels cozy and nostalgic

  • Heated rooftop infinity pool overlooking the runway

  • Ideal for early flights or weather-related travel delays

Winter tip: Staying here before departure eliminates stress during snowy or icy conditions.

Staypineapple Hotel (Midtown Manhattan)

For a festive and central home base, Staypineapple Midtown puts you steps away from NYC’s most iconic holiday attractions. You can also bring your furry friends along as they are pet friendly! I also love the free snacks throughout the day and refillable water bottle (sparkling or flat) throughout the day. The best part of my stay here, other than the location was the bed! Probably the most comfortable sleep of my life at any hotel!

See a video of my hotel stay here.

Why travelers love it in winter:

  • Walking distance to Times Square, Bryant Park Winter Village, and Fifth Avenue

  • Warm, plush bedding perfect after cold days outdoors

  • Boutique feel with welcoming pineapple hospitality

  • Pet friendly hotel

Holiday highlight: Being able to pop back inside to warm up between sightseeing stops is a game changer.

Must-See Holiday Attractions in NYC

Rockefeller Center Christmas Tree

No winter visit is complete without seeing the world-famous Rockefeller Center tree. Visit early in the morning or late at night for fewer crowds and maximum magic. Ice skating here is magical! See below for more places where you can lace up those skates!

Ice Skating in the City

Lace up your skates at:

  • Rockefeller Center

  • Bryant Park Winter Village (free admission rink)

  • Wollman Rink in Central Park

Bryant Park Winter Village

This European-style holiday market features artisan vendors, festive food stalls, and cozy igloos—perfect for warming up with hot chocolate or mulled wine.

Fifth Avenue Holiday Windows

Stroll Fifth Avenue to admire the elaborate holiday window displays at Saks Fifth Avenue, Bergdorf Goodman, Macy’s, and Bloomingdale’s.

Radio City Christmas Spectacular

A true NYC holiday tradition, the Rockettes’ performance is a must for first-time winter visitors.

Best Winter Things to Do in NYC

Central Park in the Snow

Central Park is breathtaking after a snowfall. Bundle up and explore Bow Bridge, Bethesda Terrace, and The Mall for postcard-worthy views.

Museum Days & NYC Library

Warm up indoors at world-class museums like:

  • The Metropolitan Museum of Art

  • The American Museum of Natural History

  • MoMA

Enjoy the free NYC library! I ended up catching a choir singing and loved how beautifully it was decorated for the holidays!

Broadway Shows

Winter is peak theater season, making it the perfect time to see a Broadway or Off-Broadway show.

Best Places to Eat in NYC During Winter:

Cozy Cafés & Brunch Spots

  • Apollo Bagels- The best sourdough bagels I’ve ever tried anywhere!

  • Jack’s Wife Freda – Comfort-forward brunch and warm drinks

  • Bubby’s – Classic American comfort food

  • Bluestone Lane – Ideal for a winter latte stop

Iconic NYC Dining

  • Beauty & Essex – A cozy, hidden speakeasy-style restaurant

  • Tao Downtown – Elevated dining with warm, moody interiors

  • Carmine’s – Hearty, family-style Italian perfect for cold nights

  • John’s on Bleecker - For some damn good pizza!

Winter Treats You Can’t Miss

  • Levain Bakery – Legendary warm cookies

  • Katz’s Delicatessen – Famous pastrami sandwiches

  • Serendipity 3 – Frozen hot chocolate (yes, even in winter)

Helpful Tips for Staying Warm in NYC 🧣

Winter in New York is magical—but cold. These tips will keep you comfortable:

  • Dress in layers: Thermal tops, sweaters, and a heavy coat are essential

  • Waterproof boots: Snow and slush are common

  • Accessories matter: Gloves, scarves, and hats make a huge difference

  • Plan warm breaks: Cafés, museums, and shows help balance outdoor time

  • Use public transit: It’s warmer and faster than walking long distances

Final Thoughts

New York City during the winter holiday season is pure magic. From festive hotel stays at The TWA Hotel and Staypineapple Midtown, to iconic holiday attractions, cozy dining, and snowy park strolls, the city offers something unforgettable at every turn.

If you’ve ever dreamed of experiencing NYC at its most enchanting, winter is the time to go.

Follow me for more travel guides and tips here.

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Angie Thomas