Expert Advice

4 Fun Date Ideas That Will Have Your Next New York City Getaway Buzzing With Romance

One Owner shares some of the city's best date spots to bond over drinks

Kassi P.
Aerial shot of couple sitting on roof top terrace at The Quin by Hilton Club in New York City.

The city lights, the hustle and bustle — there's no place like the Big Apple.   

And for my husband and me, it doubles as our favorite place in the world and our "home-away-from-home." We've shared so many incredible moments in the city – including our engagement — so we take any chance that we can get to visit.          

Since we haven't started a family yet, we love to fill our time in New York City bringing fun date ideas to life. As foodies, one of our go-to ways to enjoy the city is discovering new spots to grab a cocktail and unwind.

Hilton Grand Vacations Owners snapping a selfie at Dumbo on a New York City date.   

So, if you're looking for a city-style date spot or just a new place to kick back with a drink in the City That Never Sleeps, here's our "best-of" list. 

Four of the Best Date Spots in NYC for Drinks

Death & Co

Located in East Village, Death & Co was a location that my husband and I had wanted to visit for years — no exaggeration. So finally, during our 2018 engagement trip, wanting to celebrate in style, we made it happen. 

This iconic drink spot oozes that speakeasy vintage vibe, making it literally the best place for us to enjoy drinks in NYC. (To put that statement into context, we had a New Year’s Eve "1920s style" wedding – so Death & Co is absolutely up our alley). Trust me, this place exceeded our expectations. 

Small and quaint, it's one of the best places to celebrate a special occasion or perfect as a fun date idea. Finally, there's something for every taste on the incredible craft cocktail menu, so you can't go wrong — whether you're feeling adventurous or craving the classics. 


New York City skyline against pink painted skies.    

Manhatta has a special place in our hearts as it was the first place we went as a newly engaged couple, and we couldn't have asked for a better date spot to celebrate our engagement. Located on the 60th floor (in downtown New York City), this place offers stunning city views.

Plus, on top of the amazing drinks, the food is incredible too. My mouth waters just thinking about the French Onion Burger I ordered that day. So, if you're planning a fancy date night with your loved one, put Manhatta on your list today. 

The Carnegie Club

If you're staying in Midtown Manhattan, then The Carnegie Club is your spot. We love that it's so close to West 57th Street by Hilton Club and The Quin by Hilton Club, and I'll never forget the first time we stepped foot into the lounge.

It was as if we stepped back in time to an exclusive lounge where crooners like Dean Martin played while Mob bosses conducted business in the VIP section.

Picture of classic Old Fashioned cocktail at one of the best places to drink in NYC.   

Known as one of the best places to drink if you favor dark spirits, such as whiskey, bourbon, and scotches, and home to "Sinatra Saturdays," The Carnegie Club adds just the right amount of sultry energy to any NYC-style date.             


You didn't think I would write about the best Big Apple bars and lounges without suggesting a wine bar, did you?

Located in Tribeca and offering a ton of wine by the glass options, we love Terroir because it's perfect for trying a variety of different wines. Don’t worry if your better half isn’t a cork dork, there’s more than just wine.

We make it down to Tribeca every trip for a fun date and then top it off with a stop to our favorite wine store, which is just a couple blocks up from Terroir. 

Fun Ideas to Keep Your NYC Dates Fresh

With so many places to visit in the city, we like to try new places — checking social media to see what's trending or referencing one of our favorite books, "Where Bartenders Drink." Now, we just need to book our next trip.  

Read "5 of The Top Places in New York City Every Traveler Should Visit at Least Once" for more fun city-style date ideas. 



Hilton Grand Vacations Owner, Kassi P.

Kassi P.

Kassi is a three-time Explorer and Owner since 2018, when she and her husband, then in their late 20's, decided vacation ownership was the next step in building a life filled with travel. As Orlando locals, they enjoy staycations and exploring The City Beautiful, but have never actually stayed at their home resort, Hilton Grand Vacations at Tuscany Village.  

When she's not using her ClubPoints in Florida, this urban traveler has a love of international travel and a sweet spot for her second home — New York City, which is where she got engaged while staying at West 57th Street by Hilton Club. When asked about her long run in the Explorer program, Kassi says, "It's my goal to inspire someone to create new memories, get out and travel and make the most out of vacation ownership."

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