Make A Reservation:
Select a Hotel All NY Hotels Dumont NYC Fifty NYC Gardens NYC Shelburne NYC
Select Dates
Select Check in & Check Out Dates
1 Room, 2 Guests
Rate Options
Rate Preference:
Group Code
Promo Code
Check Availability

A Classy Date Night in Midtown

Plan a Perfect Date Night

Sweep your date off their feet with a perfect date night in Manhattan’s bustling Midtown.

NYC may not be the city of love, but it does have a certain je ne sais quoi. Although there’s something to be said for a quiet night in, every now and again it’s nice to have a night out on the town with your main squeeze — and what better place to do it than vibrant Manhattan?

Chances are, if you’ve been in New York for long enough, you’re already a bit bored with your usual clubs, bars, and coffee shops. And considering New York’s status as one of the world capitals in fashion, art, and music, don’t you think a more sophisticated evening might be in order? Here are a few ideas for how you can paint the town red while keeping things sophisticated:

Start With Appetizers

Before you hit the town for your main course, try going somewhere fun and quirky to grab a bite to eat. Serendipity 3, located on 60th and 3rd, is one such spot. When you walk into the restaurant, ‘sophistication’ might not be the first thing that comes to mind — after all, the combo gift shop/eatery is decked out like the ultimate sweet sixteen bash. But don’t let the decor fool you, this is a seriously sweet spot to take your significant other.

If you’re a dessert-first kind of couple, you can’t go wrong ordering Serendipity 3’s world-famous frozen hot chocolate. And if that’s not enough, Dylan’s Candy Bar, a self-described upscale sugar emporium, is right around the corner. Don’t be afraid to give in to your inner child — even on a classy night out, it’s important to indulge in a little bit of spontaneous fun.

Head To Dinner

For dinner, you might want to choose a slightly more conventional spot to set the tone for the rest of your evening. When choosing the right restaurant, it’s imperative to consider the season — will the menu help you cool down during the hot summer months, or warm up during the winter?

Niles NYC, located right near Madison Square Garden, is sure to accommodate both. For summer 2016, their menu includes a variety of delicious salads, gazpacho, and chilled tuna nicoise, all of which are sure to help you keep your cool on your hot date. Niles NYC’s decorated dining room provides no shortage of ambiance, and thanks to its convenient location, you can take a post-dinner stroll through the Highline just a few blocks away.

Catch A Show

Is your date an opera lover, a broadway buff, or a symphony fanatic? If you want to go the classical music route, you might have to catch a cab, since both The Met and David Geffen Hall (home of the New York Philharmonic) are across town in Lincoln Center. Don’t be deterred by the trek — these performance spaces are among the most famous in the world, and attract incredible talent from around the globe.

For a slightly closer venue, both Broadway and Carnegie Hall are smack in the middle of Midtown, and have incredible shows playing every night of the week. Since theater tickets are expensive regardless of genre, it’s probably best to book yours ahead of time. For the chance to attend a Broadway show without paying the premium price, consider entering one of the numerous daily ticket lotteries.


After the show’s over, head to Rare View Rooftop Bar for a stiff cocktail and a breathtaking view of the Manhattan skyline. This spacious rooftop bar provides the perfect way to end your romantic evening — with cushy seating, gorgeous landscaping, and a 360º view of the city.