My key to the best holidays in NYC is leaning into the cozy vibes. Grab a hot cider or mulled wine at a holiday market as you wander the streets. Head to a trendy book bar like Books Are Magic, Liz's Book Bar, or Book Bar Club for an afternoon lost in your favorite story. Fill your home with the warm glow of candles. Enjoy a cocktail by the fireplace at Mace, Union Hall, or a lobby bar like the Bowery Hotel. Savor live fire cooking at the Crane Club, Shukette, or Spice Brothers. And my top rule to enjoy the city's holiday magic? Put on your warm gloves and boots, and always always take a walk when it snows!
One of my favorite winter activities-and something I often recommend to my singles as a professional LGBTQ+ matchmaker here in NYC-is going on a hot chocolate-tasting date! New York City is home to so many incredible hot chocolates that you could easily spend the entire season trying to find the perfect cup. I love pairing this with a visit to one of the city's magical Christmas markets, like Bryant Park or Union Square-though a pro tip: aim for weekdays to avoid the weekend crowd. Some standout hot chocolates include Daily Provisions near Union Square and Chocolate Cortes in the South Bronx, where it's served with a cheese cube-a surprisingly good combo! And don't miss Angelina at Bryant Park, as rich and decadent as dessert, perfect before or after exploring the holiday market. For a true New York holiday experience, I always suggest a trip to the Dyker Heights Christmas lights. This charming Brooklyn neighborhood goes all out with spectacular, over-the-top holiday displays. You can even book a tour to soak it all in. If you happen to catch it on a night with light snowfall, it's pure movie magic.
As someone who thrives in the fast pace of NYC, I've found the winter holidays here to be an unbeatable mix of tradition, magic, and reinvention. There's something about this city during the colder months that energizes you. Here's how I'd spend a perfect holiday season in the city that never sleeps. A Morning Reset at Central Park There's no better way to start a winter day in NYC than with a walk through Central Park. The park transforms into a wonderland, with snow-dusted trees and frozen lakes creating a peaceful escape from the city's hustle. I like to grab my favorite warm drink-Rasa's Peppermint Cacao blend-and find a quiet bench near the pond. It's the perfect place to reflect, recharge, and even brainstorm ideas for Rasa's next steps. The calmness of Central Park in the morning reminds me of why wellness matters. It's a space where I can reconnect with myself. The Union Square Holiday Market This market is quintessential NYC during the holidays. Strolling through the rows of vendors, you'll find handmade gifts, local crafts, and delicious seasonal treats. I love supporting small businesses, so discovering unique items here is not just shopping-it's an experience. For me, the Union Square Market is a reminder of how a city as big as New York can still feel intimate. Each vendor has a story, just like us at Rasa. When I shop here, I'm inspired by the passion these creators pour into their work-it's the same spirit that drives me as an entrepreneur. These two experiences-finding peace in the park and connecting with local creators-capture the essence of NYC's holiday magic. They're a perfect balance of energy and reflection. I hope this helps. If you decide to use my comments, I would appreciate a shout-out and link to Rasa (https://wearerasa.com/). Lenny Chase CEO Link to Headshot (https://storage.tally.so/private/Headshot_Lenny.png?id=Z2joLB&accessToken=eyJhbGciOiJIUzI1NiIsInR5cCI6IkpXVCJ9.eyJpZCI6Iloyam9MQiIsImZvcm1JZCI6IndhWWVPWCIsImlhdCI6MTcyNTU1MTg0OX0.ht0jpn_cMprkx4Bh6f3MdrbkS4dnqmBOCl1u3UcZrjk&signature=399fcbdfb00da7baa243dc9f319025e834a209ef47f7aefc3b0a0c455c378406) LinkedIn (https://www.linkedin.com/in/lennychase/)
As a New Yorker, I absolutely love the city, especially during the holidays. If you're a local in NYC, you have to visit the hidden speakeasies that are beautifully decorated for the season. One of my favorites is Rolf's German Restaurant, which transforms into a stunning wonderland filled with lights and decorations. Another cool spot is the Vale Rink in Williamsburg-it's smaller and less crowded than places like Bryant Park or Rockefeller Center, so it's perfect for skating under the twinkling lights. Plus, don't miss the holiday storytelling sessions at McNally Jackson bookstores, where locals come together for festive readings by well-known authors. These hidden gems really make holiday time in NYC special!
Some of the best winter holiday activities in NYC for a local include ice skating at the Rockefeller center or Bryant Park, visiting the Christmas Markets in Union Square or Bryant Park, and Dyker Heights in Brooklyn for the decorative lights. Also, enjoy the Radio City Christmas Spectacular featuring the Rockettes or the Holiday Train show at NY Botanical Gardens. Such activities, indeed, depict the spirit of the holidays and are quite suitable for the residents and guests of the city.
One of my favorite holiday traditions is planning a weeknight escape to The Dead Rabbit for cocktails, followed by chicken pot pie at Fraunces Tavern (trust me, it's a must-try!). Both spots feel like stepping back in time-decked out in festive holiday decor and brimming with historic charm. There's something magical about experiencing these cozy, iconic places midweek-it feels like stealing a moment of indulgence away from the hustle of the season. It's the perfect way to celebrate the holidays while soaking up the unique magic of staying in the city.
New York City becomes breathtaking and awe-inspiring during the winter season with the locals knowing what to do as well. Bryant Park Winter Village is a must-see, enabling visitors to enjoy activities such as ice skating-themed celebrations and igloos around the village, as well as a beautiful European-influenced market with festive twists. For something different, visit Dyker Heights in Brooklyn, where beautiful holiday lights adorn the houses. Families ensure they outlight the other, with their homes essentially being artistically displayed, which becomes the spirit of NYC. Last but not least, do not forget holiday-themed bars like Rolf's in Gramercy for outrageous decorations or Miracle on 9th Street for creative holiday cocktails. They're still the kind of places that make the city even more alive. Every place has the special charm of winter holidays and introduces locals and tourists to New York winter in its unique way.
New York City has its peculiar charm during the winters. It's not my first time celebrating the winter holidays here, and as a resident I have only discovered a few hidden gems that don't fall into the mainstream tourist attractions. Dyker Heights Decorated Houses: Dyker Heights in Brooklyn is a sight to see all dressed up for the holidays times. Families in this neighborhood go above and beyond to decorate their homes even more than the inscriptions at rockefeller center making it feel the same, but without all the commotion. Rather than going to Fifth Avenue for the usual hustle, come here to do some shopping and ice skating while enjoying the view of the city. And pro tip, get some hot chocolate from one of the vendors around as they serve the best ones. If you want to get away from the chaos that usually surrounds the city, you can visit the Cloisters during winter. It is situated in Fort Tryon Park, and provides a perfect winter escape with magnificent views of the Hudson River and medieval holiday exhibitions. Marathon Cocktail bar or the Rolf's bar both have a similar amount of over the top decorations and serve incredibly rich cocktails, both places are perfect to visit during Christmas. It's hard to find a spot in Manhattan that is surrounded by as much forest. A quiet stroll through this snowy scenery can be the perfect way to enjoy what this dense forest has to offer. As New York City changes into a winter wonderland, these relatively unknown activities allow for experiencing the season as a true natives.
During the winter holidays in NYC, there's a magic in the air that makes even familiar places feel special. One of my top recommendations is visiting Bryant Park's Winter Village. Beyond the ice skating rink, the holiday market is packed with unique, locally crafted gifts and warming seasonal treats. The atmosphere there is quintessentially New York-alive with music, laughter, and the crisp winter chill. Another must-see is the holiday window displays on Fifth Avenue. Stores like Saks Fifth Avenue and Bergdorf Goodman create stunning, artistic showcases that are worth braving the cold to see. Last year, I took my nieces, and we turned it into a mini walking tour, ending with hot chocolate at Serendipity 3. The entire experience was like stepping into a holiday movie. These are moments that capture the true spirit of NYC during the winter-creative, communal, and unforgettable.
From what I've seen, these activities offer a mix of standard and unusual experiences that will make your holiday season in New York City unforgettable. "Explore the Bank of America Winter Village at Bryant Park." You can enjoy delicious food, unique holiday shops, and a free ice rink at this fun market, which makes it a must-see during the winter. "Attend the Radio City Christmas Spectacular." This show, with the famous Rockettes, is a beloved New York classic that captures the magic of the holidays every year. "Stroll through Dyker Heights in Brooklyn." This area is famous for its fancy holiday light displays. Every December, it turns into a winter wonderland that draws people from all over the world. "Visit the Holiday Train Show at Grand Central Terminal." Model trains running through a small version of New York make this free exhibit fun for people of all ages. "Enjoy a holiday-themed afternoon tea." In New York City, many high-end hotels and tea rooms offer special holiday tea services that are a nice way to escape the cold.
Hi, I'm Jay Yue, a founder with two successful exits, and we've recently raised $6M for our AI-powered Travel and Experiences Search platform, based here in NYC. As a local, I wanted to share some insider recommendations for enjoying New York City during the winter holidays. The holiday markets in NYC are a must-visit for unique gifts and festive vibes. Union Square Holiday Market features over 160 vendors offering handmade crafts, jewelry, and gourmet food. Columbus Circle Holiday Market, near Central Park, is equally charming with artisanal goods galore. Bryant Park Winter Village combines shopping with free ice skating (if you bring your own skates) and cozy hot chocolate from the food stalls. Some of the best holiday experiences can be found just by exploring NYC's neighborhoods. Dyker Heights in Brooklyn is famous for its extravagant Christmas light displays, with homes decked out in thousands of twinkling lights. In the West Village, you'll find beautifully decorated townhouses and boutique shops offering one-of-a-kind gifts. It's like stepping into a winter postcard. The holidays wouldn't be complete without catching a festive performance. The Nutcracker by the New York City Ballet is a classic that never fails to impress. For something a little different, Unsilent Night is a fun, interactive sound walk through the East Village, where participants create a "sound sculpture" with their phones. When it's time to warm up, head to Rolf's German Restaurant, famous for its extravagant Christmas decorations that make you feel like you're dining inside a snow globe. Another great spot is Oscar Wilde NYC, a Victorian-themed bar filled with holiday decor and seasonal cocktails that are as beautiful as they are delicious. Winter in NYC is perfect for embracing the outdoors. Ice skating at Wollman Rink in Central Park offers a scenic experience with fewer crowds than Rockefeller Center. For a unique way to ring in the New Year, the Midnight Run in Central Park is a festive four-mile race starting at the stroke of midnight, complete with fireworks and plenty of cheer. Best, Jay Yue 929-355-5134 jay@uta-inc.com
As a resident of New Yorker, I encourage ice-skating, particularly at Bryant Park or Rockefeller Center, visiting holiday-themed markets such as Union Square Holiday Market, and going to Dyker Heights to view extravagant Christmas lights. Watch the Radio City Christmas show and later walk through Fifth Avenue to appreciate the beautiful holiday decorations on the windows. Do make a stop at the Winter Village in Bryant Park to enjoy some special shopping as well as warm drinks. For more serenity, Central Park would be an ideal location to walk around in the snow. Shops and Restaurants in the area also prepare some special gifts and savory items for the local tourists, which enhance the festive feel of the city.
I will highlight the Holiday Train Show at the New York Botanical Garden, which showcases intricate miniature NYC landmarks-a delight for both adults and children. Additionally, visiting the Rockefeller Center Christmas Tree is a classic experience; the dazzling lights and ice skating rink create a magical setting. For a more intimate experience, I recommend the Dyker Heights Christmas Lights in Brooklyn, where residents adorn their homes with elaborate decorations. Lastly, attending a performance of The Nutcracker by the New York City Ballet at Lincoln Center offers a cultural touch to the holiday season. These activities encapsulate the essence of New York's winter festivities.
Marketing Analyst at Innago
Answered a year ago
During the winter holidays, NYC is full of must-do activities. You can skate at Bryant Park's rink, catch a Broadway show like The Lion King or The Nutcracker, and feel the holiday magic all around. If you're out shopping, don't miss the Grand Central Holiday Fair-it's perfect for window shopping or finding unique gifts, art, and jewelry. Plus, it's indoors, so you won't have to worry about the cold while you shop. While you're in the area, grab a coffee and a sandwich at Black Fox Coffee - it's the perfect spot to recharge and keep exploring.