Winter Date Ideas in NYC - What to Wear and Where to Go

I get it. It’s cold outside and your Netflix subscription feels like a safe bet. I’m guilty of it too. But don’t let Winter be an excuse to forgo date night. New York (and honestly every place if you get creative) has a million awesome options worth leaving your couch for. Here – my top 15 Winter Date Ideas in NYC plus an outfit idea that is date-friendly but also warm (shivering is not sexy).

Winter Date Ideas in NYC - What to Wear and Where to Go

  1. Museum Hopping – There’s no shortage of options here but our favorites are the Met for room to roam and the MoMa or Whitney for modern art. Perfect for a freezing cold afternoon.
  2. A Night at the Theater – Going to the ballet is one of my all-time favorite special date nights. Use it as an excuse to get dressed up and head to Lincoln Center.
  3. Go Sledding – Wait for the first big snow and head to Central Park. Even if you don’t actually go sledding, snow ball fights and a long walk through a freshly blanketed park is a pretty memorable day date.
  4. Hot Chocolate Crawl – Skip the bar and hop along a map of the city’s best hot chocolate spots instead. Max Brenner in Union Square, Serendipity on the Upper East Side and City Bakery in Flatiron are all great.
  5. Arcade Challenge – Stock up on quarters and hit up a classic arcade. Go head to head in Pacman, Pinball and the rest while you drink cheap beer. Barcade in the East Village and Two-Bits Arcade in Lower East Side are my favorites.
  6. Grand Central Glamour – Turn back time by taking a trip to Grand Central. Take in the beauty of this classic New York architecture and then grab oysters at the Grand Central Oyster Bar.
  7. Star Gaze – Twice a month (weather permitting) Columbia University opens their observatory for star-gazing. Is there anything more romantic?
  8. Skyline Gaze – If you’d rather stare at the skyline then the stars, then you need to head to the roof. While most aren’t quite as good in the Winter, 230 Fifth has plenty of heaters, cozy blankets and unbeatable views of the Empire State Building. It can get crowded/touristy on weekends and is on the pricey side – but for the views and a drink or two it’s a pretty awesome weeknight date.
  9. Comfort Food – Winter is perfect for getting your comfort food on. We love S’mac, Ivan Ramen, Meatball Shop, or Spaghetti Incident for a hearty meal that’s an alternative to take-out when it’s cold.
  10. Indoor Blooms – While the Brooklyn Botanic Garden is tough to beat in Spring, there are plenty of greenhouses that are worth visiting in Winter too.
  11. Ice-Skating – There are several outdoor rinks in the city but my absolute favorite is Wollman Rink in Central Park. Pro tip – wait for an evening with light snow. Most people don’t think to go but the rink stays open and skating hand in hand while snow falls against the backdrop of the city skyline is pure New York magic.
  12. Catch a Movie – First of all, get MoviePass. It’s only $9.95 for unlimited movies and nearly every theater we go to is included. Including places like NiteHawk in Brooklyn where you can get dinner and drinks while you watch the movie or the Angelika and Film Forum in the city that play awesome independent films.
  13. Find a Fireplace – There are quite a few cozy bars downtown that have a roaring fireplace. Order a hot toddy and snag a seat by the flames. Bowery Hotel in the East Village is a good standby.
  14. Have a Staycation – You all know, I’m all about a hotel staycation in your own city. If it’s not in the budget, you should at least head to a hotel lobby for a drink (case in point: Bowery Hotel in the previous suggestion). They’ve always got great decor and even for a couple of hours, you can feel like you got away. I love Gramercy Park Hotel, Soho Grand and the Standard.
  15. Live Music – There’s honestly amazing live music everywhere in this city, but two of Adam and I’s favorites are Jazz Standard in Gramercy for incredible classic jazz or Arlene’s Grocery for dive bar bands.

Winter Date Ideas in NYC - What to Wear and Where to Go

And if your next question is great – but what on earth do I wear that works for cold-weather but also looks cute.. I got you. I love these velvet jeggings as an alternative to jeans (that are super warm!), sleek booties that can withstand a bit of slush and aren’t as treacherous as heels on snowy streets, and a big faux fur coat that feels less boring than your everyday parka.

WINTER DATE NIGHT LOOK:

Winter Date Ideas in NYC - What to Wear and Where to Go Winter Date Ideas in NYC - What to Wear and Where to Go

 

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