Grab Hot Chocolate at Maman 

22 W 25th St, New York, NY 

All year round. 

When it's winter in Kips Bay, walking over to Maman and grabbing a hot chocolate is a lovely winter pick-me-up. On their menu you’ll find a classic hot chocolate (cocoa steamed with your milk of choice), a smaller “kids' hot chocolate,” and even a cozy lavender hot chocolate, which blends cocoa with dried lavender for a floral twist.  A warm cup and a quick stroll makes for a simple and delightful winter moment. 

Bella Union Rooftop Bar 

411 3rd Ave, New York, NY 

All year round. 

The Bella Union Rooftop Bar is a great way to enjoy city views even when it’s cold, with their rooftop being fully winterized to keep you comfy while you sip. Warm up with seasonal drinks like Irish coffees, hot toddies, or their winter spritzes and classic cocktails while you take in views of the Empire State and Chrysler buildings. It’s a fun winter activity whether you’re grabbing drinks with friends or making a date night extra cozy. 

Try Dante’s Mulled Cider 

551 Hudson St, New York, NY 

Seasonal. 

Heading to Dante NYC in the West Village to sip on their mulled cider is a perfect way to warm up during NYC’s cold winters. Their seasonal mulled cider, spiced and gently heated with Calvados, cider, sherry and warming spices, is one of those drinks that instantly feels like winter in the city. Pairing that fragrant, spiced sip with a stroll through the neighborhood or relaxing inside after a chilly walk makes for a simple, cozy winter moment. 

Eat Ramen at Momosan Ramen & Saki 

342 Lexington Ave, New York, NY 

All year round. 

If you’re looking for a cozy winter meal, grabbing a steaming bowl of ramen at Momosan Ramen & Sake is a perfect way to warm up on a cold day. Their menu features rich tonkotsu, lighter Tokyo chicken, and tsukemen dipping noodles, all served hot. Pair your ramen with a sake or Japanese drink if you’re in the mood, and let the warmth of the broth and lovely atmosphere make your winter outing feel extra comforting and delicious. 

Madison Square Park Christmas Tree 

Madison Square Park, New York, NY 

Seasonal. 

There are lots of Christmas trees in NYC during this time of year, including the one in Madison Square Park. The park’s tree glows beautifully against the backdrop of the Flatiron Building and surrounding city lights, making it a perfect spot for a cozy stroll, a quick photo, or a peaceful moment with a warm drink in hand. Its classic decorations and charming park setting make it one of those easy, feel-good winter stops that add a little extra magic to the season. 

Rizzoli Bookstore 

1133 Broadway, New York, NY 

All year round. 

Book shopping at Rizzoli Bookstore is a cozy, charming way to spend a chilly day in the city. The store’s stunning interior, filled with towering shelves of art, fashion, and literary books, makes it feel warm and inviting despite the cold outside. Browsing through beautiful editions, discovering new reads, or picking up a gift is a simple winter pleasure that lets you linger, relax, and soak in the quiet, cultured atmosphere. 

Vintage Thrift Shop 

286 3rd Ave, New York, NY 

All year round. 

NYC is the best place to thrift, and winter is a great time to shop around. Vintage Thrift Shop on Third Avenue in Gramercy is a fun way to spend a chilly afternoon indoors. This nonprofit thrift store has a carefully curated selection of one‑of‑a‑kind vintage clothes, accessories, jewelry, furniture, artwork, and houseware, so every visit feels like a little treasure hunt with something new to discover.