Joke all you want about how the seasons seem to blend together in New York City -- we’re still lucky enough to have them, and each one is romantic in its own way. But winter’s where it’s at: Warming cocktails, comfort food, and the promise of a new year really do stretch the most wonderful time of the year well beyond the holidays.
Citywide “Let’s grab a drink” is, perhaps, one of the lowest-pressure invites ever uttered. There’s no need to buy tickets, make reservations, or even plan ahead -- you could throw a dart and hit a decent happy hour in New York City. But winter’s cold temps and constant weather threats can sometimes make grabbing a drink seem like the only thing to do. Break up the monotony and get your blood moving at our picks of the best bars with in-house activities in town.
Citywide Once you’ve gotten past any appearance of propriety and expressed your true feelings via other people’s words at karaoke, try using some of your own at an open mic night. Unleash your worst poetry, test out that comedy routine, or just read some of your most-liked tweets aloud like Al Gore intended when he invented the internet at some of the most forgiving venues in town.
Flex at trivia
Citywide Everybody loves a know-it-all, and NYC has a themed trivia night for all “well, actually” types. Have you seen every episode of The Simpsons at least twice and have sonorous opinions on its golden era? Head to The Gutter. Would your pop culture proficiency put Siri to shame? Shuffle over to Metropolitan. Are you just a general genius? Check out The Wolfhound.
Glide into love
Central Park, Rockefeller Center, Bryant Park There’s a reason people seem to get engaged on the ice practically every day between Thanksgiving and New Year’s -- thebigthree Manhattan ice rinks provide picture-perfect settings for romance, in spite of the rented footwear. Hit the rink when the weather forecast calls for a light snowfall for maximum aesthetic impact.
Prospect Heights The Brooklyn Botanic Garden’s indoor pavilions are one of the few places where you can take in some greenery during the dark, desolate, late fall and winter months. The Tropical Pavilion -- filled with waterfalls, streams, and vibrant flora -- is particularly balmy.
Citywide You could quietly change your relationship status on social, or you could introduce your new flame to your rando old high school friends, rando influencer followers, and rando whoever’s still on Snapchat with a colorful splash. Set a date for a “candid” photo shoot at pop-ups like the ball pit at Color Factory, or, if you think this love is built to last, the permanent Decorative Arts and Period Rooms installation at the Brooklyn Museum.
Citywide Although we’re better known for our $18 cocktails, NYC still has a smattering of BYOB restaurants where you can expand your beverage selection beyond the typical merlot/cab/mystery blend menu offerings. Pick a spot from our roundup of the best BYOB spots in town, set a price point, and compete to see who can bring the better bottle. Loser picks up the (slightly less expensive because you avoided the booze markup) tab.
Garment District ... yoga positions, that is. Stretch, bend, and soar into partner poses during a session (or a week of sessions) of AcroYoga at the Om Factory. Single classes start at $15.
Talk about sex, baby
Flatiron Museums can be subtly sexy, with their tasteful nudes and needlessly sensual depictions of fruit. There’s nothing subtle about the Museum of Sex, where current exhibitions include a couples’ virtual reality experience focused on a pole dance in space, and a bouncy castle fashioned after breasts.
Share a raging inferno of a cocktail
Alphabet City When that wintry mix creeps in, warm up with a flaming libation. We’re partial to the Volcano Blast at Otto’s Shrunken Head -- a super-strong rum-based tiki concoction set ablaze. The $35 cocktail is more than enough for two, and the bar’s island vibes will remind you of the real thing.
TBA location Sofar Sounds shows pop up in intimate, undisclosed locations -- someone’s apartment; the back of a retail shop; a gallery space. You’ll apply for tickets online through a lottery and receive notification 24 hours in advance if you’ve won access to a performance. Prepare to sit cross-legged on the floor and BYOB. Even if you end up with a musical dud, your date will be impressed with your insider knowledge.
Take in some jazz at a Harlem bodega
Harlem The rain falls rhythmically on the pavement. Your breath clouds the air. You cinch your trench coat -- but the bitter wind cuts through you. You live in a film noir now, so find you some jazz! Enjoy your live music with $3 happy hour beers at Shrine, Harlem’s bodega-meets-world-music venue.
Have a boozy brunch
Citywide If you’re fast enough, each drink can be as cheap as a bodega umbrella. Good on you if this is technically the conclusion of yesterday’s date.
Washington Heights Visiting the Cloisters is as close as you’ll ever get to being a Game of Thrones character. The Metropolitan Museum of Art’s outdoor outpost will transport you and your dragon queen or king to a medieval wonderland reminiscent of Westeros -- hopefully sans bloodshed. Suggested admission is $25.
Take a turn on Brooklyn's finest carousel
Dumbo After brunch and day drinks in Dumbo -- Juliana’s for pizza and Gran Electrica for margaritas -- pop over to Brooklyn Bridge Park and hop on the beautifully restored Jane’s Carousel. The painted ponies will bring some whimsy to your social media posts. Tickets are $2.
Citywide The wind in your hair, sweeping skyline views, booze -- rooftop bars are made for romance. Take your pick from a plethora of indoor spots, and settle in around sunset for golden hour amber hues. Sure, you’ll pay a little more for a cocktail than you would on land, but the ‘Grams will surely make your ex jealous.
The Bronx The 250-acre National Historic Landmark is open for business year-round, and the place is especially peaceful during the fall. Check out the seasonal walk, or just wander the grounds unbound. New York City residents can get in for as little as $15.
Gallery hop on the West Side
Chelsea Take your muse on a self-guided gallery tour. Most Chelsea art joints open their doors to the public on Thursdays, and some even serve free wine. Spend all that pre-gaming money you saved at one of the neighborhood’s best restaurants.
Gowanus, Brooklyn OK, the palm trees are plastic. The flamingos are fake. And the canal is toxic. But the resort vibes at the Royal Palms are the real deal. Make this your dating destination for when you want outside feels after the weather stops cooperating.
Enjoy an island getaway
Departing from lower Manhattan Break out your compass app and board the Staten Island Ferry to New York City’s westernmost borough. The free ride boasts beautiful views of the skyline and a cash bar that, while modest, gets the job done. Once you’re back on land, take a short walk to SI’s own Flagship Brewery, where you can make-believe it’s still al fresco drinking season at indoor picnic tables.
Citywide Now that dancing is finally (sort of) legal in (some) NYC bars, grab your partner and shimmy, shake, cha-cha, or merengue at some of our favorite dance spots.
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