The 10 Best Winter Activities in New York City

New York City is truly magical during the winter months. From ice skating in Central Park to world-class theater and jazz festivals, there’s no shortage of ways to enjoy the colder months. Here are some of our favorite winter activities to keep things cozy.

Catch a show at Lincoln Center

Lincoln Center is the place to be for a quintessential New York City winter experience. Home to some of the city’s most prestigious cultural institutions, including the New York City Ballet, the New York Philharmonic, and the New York City Opera, it offers world-class performances that captivate any visitor.

One of our favorite parts of the winter season at Lincoln Center is the iconic Nutcracker by the New York City Ballet. Set to Tchaikovsky’s timeless score and featuring breathtaking sets and costumes, this magical production runs through January 5. It is the perfect way to immerse yourself in the holiday spirit.

Ice skate at iconic rinks

Ice skating at one of NYC’s iconic outdoor rinks is a must for those who want to embrace the winter weather. Two of our favorite places to hit the ice in Manhattan are:

Wollman Rink: Located in Central Park, The Wollman Rink offers stunning views of the park and the city skyline, making it the perfect spot for a classic NYC winter experience.

Lasker Rink: Also in Central Park, Lasker offers a more relaxed skating atmosphere, especially perfect for those stopping by after a trip to The Travel Agency.

If you find yourself near our Downtown Brooklyn location, don’t miss the LeFrak Center at Lakeside in Prospect Park. This rink offers both indoor and outdoor skating, making it a great choice no matter the weather.

Warm up with hot chocolate and people-watching

One of the simple pleasures of NYC is sipping a delicious bevvy while people-watching. Just a few steps from our Union Square location, there’s no better place to do that than at Stripes Wine Bar & Café. Known for its cozy atmosphere, Stripes offers a range of comforting beverages, including decadent hot chocolates and a great selection of comfort foods — perfect for refueling on a chilly day.

For an extra indulgent experience, head to Max Brenner, around the corner from our Union Square location. There, you can treat yourself to their famous “Sipping Chocolate,” served with chocolate-dipped marshmallows, the perfect winter escape.

Explore cozy bookstores

Head to The Travel Agency for a mood-boosting Euphoric gummy or calming Relief tincture, then escape the cold with a day spent in NYC’s best literary spots. These are some of our favorites, all just a short walk from our Union Square location:

Strand Bookstore: An institution with “18 miles of books,” Strand Books offers everything from rare finds to the latest bestsellers. Its cozy atmosphere and knowledgeable staff make it the perfect winter stop.

Three Lives & Company: Located in the West Village, this independent bookstore is known for its curated selection of literature and inviting ambiance, making it the ideal place to warm up with a good book.

Housing Works Bookstore: A unique spot in SoHo, Housing Works Bookstore offers a fantastic selection of gently used books. Proceeds support the Housing Works Foundation’s mission to end homelessness and AIDS.

Take advantage of Broadway week

Broadway Week is back from January 21st through February 9, 2025, offering an exciting opportunity to experience New York’s iconic theater scene at an unbeatable price. For two weeks, you can enjoy 2-for-1 tickets to a wide range of Broadway shows, from new productions and classic favorites to Tony Award winners.

Since 2011, this twice-yearly event has been a favorite for theatergoers, making it easier than ever to enjoy the magic of Broadway without breaking the bank. Whether you’re into heart-pounding musicals, thought-provoking plays, or family-friendly performances, there’s something for everyone. Don’t miss your chance to score tickets to the best shows in town.

Winter jazzfest

Winter Jazzfest is one of the season’s most anticipated events. It brings the best of contemporary jazz to New York City from January 9th to 15th every year. The festival transforms Manhattan and Brooklyn into a jazz lover’s paradise, with performances at various venues, from intimate clubs to more prominent stages. This week-long celebration draws music enthusiasts worldwide to experience a diverse lineup of global talent.

One of our favorite parts is the Jazzfest Marathons on January 10th and 11th, 2025, when the city comes alive with back-to-back performances across nine Manhattan venues and eight Brooklyn locales. Whether you’re a longtime fan or new to jazz, the Winter Jazzfest is a must-attend event.

Explore a must-see museum

Looking to escape the cold and crowds? New York City’s world-class museums provide the perfect cultural retreat before or after a trip to The Travel Agency. From fine art to modern exhibits, there’s a museum for every taste. Here are a few top spots to explore:

The Metropolitan Museum of Art (Met)

The Met offers an incredible range of art from across the globe, including European masterpieces, ancient Egyptian treasures, and American art. This winter, don’t miss Mandalas: Mapping the Buddhist Art of Tibet or Mexican Prints at the Vanguard. After exploring, relax at the Petrie Court Café, where you can enjoy a warm drink and a view of Central Park.

The American Museum of Natural History

The American Museum of Natural History is a perfect stop for families or history buffs. It features impressive exhibits, from towering dinosaur skeletons to immersive space displays. Current highlights include The Secret World of Elephants and Extinct and Endangered: Insects in Peril, which highlights the vulnerability of key insect species.

The Museum of Modern Art (MoMA)

The MoMA is a must-visit for contemporary art lovers. It houses iconic works by Van Gogh, Warhol, and Picasso. This winter, you can see Starry Night, Monet’s Water Lilies, Warhol’s pop art, and more, all housed in a world-renowned space dedicated to innovation and creative expression.

Shopping and skating at Bryant Park Winter Village

The Bryant Park Winter Village is a must-visit. Open from October 25th to early March every year, this festive hub features NYC’s only free-admission ice rink, where you can skate surrounded by stunning lights and the charm of Bryant Park.

The Holiday Shops (open until January 5th) offer unique gifts and treats, perfect for holiday shopping. Cozy eateries, bars, and seasonal gardens make it a great place to relax with a cup of hot cocoa. Located in Midtown Manhattan, it’s the perfect spot to soak in the festive atmosphere and enjoy the best of NYC’s holiday spirit.

Dine and shop at the Chelsea Market

In the heart of New York City’s Meatpacking District, Chelsea Market has earned its reputation as one of the world’s top food and retail destinations. A must-visit during the winter months, this indoor marketplace offers an eclectic mix of artisanal foods, unique gifts, and local shops that provide a warm escape from the cold. Whether you’re craving gourmet tacos, fresh oysters, or artisanal chocolates, Chelsea Market is a great place to support local businesses while discovering international flavors.

If you wish to brave the cold, walk down the block to the High Line for breathtaking views of the city and the winter skyline.

Experience magic at the Brooklyn Botanical Gardens

Escape into a winter wonderland at the Brooklyn Botanical Garden, a serene and beautiful destination that transforms into a holiday delight during winter. The classic Holiday Train Show, running through January 20th, captures the season’s magic. Model locomotives chugging through a stunning outdoor display, surrounded by miniature replicas of iconic New York City landmarks, capture the season’s magic. Inside the Haupt Conservatory, you’ll find a dazzling array of plant-based sculptures depicting the city’s beloved architecture—each piece brimming with the festive energy of the holidays.

At night, the garden is illuminated in vibrant colors, and holiday music fills the air. For an extra festive touch, enjoy live performances, sweet treats, and holiday drinks, including spiked cider, in the Locomotive Lounge.

Make the most of winter with The Travel Agency

To make the most of your time in the city, a stop at The Travel Agency can elevate your experience—whether unwinding after a day of exploring or looking for a boost to make your NYC winter adventure even better. So, bundle up, embrace the chill, and explore the best of the season.