10 Romantic Staycation Ideas For Valentine’s Day Weekend In New York City

10 Ideas For Valentine's Day Weekend In New York City

Why go on a romantic getaway when you can find plenty of passion and charm right here in the city, or close to it? Valentine’s Day is upon us once again, and for many New Yorkers, this year it happens to fall on a three day weekend (Presidents’ Day is on Monday). What a perfect excuse to embark on a little getaway…or better yet, a staycation.

A staycation allows you to explore your own city as if you were tourists. It’s a great way to experience a nice hotel or bed and breakfast you’d never normally stay in, try some new restaurants and bars, and enjoy a sense of relaxation only a getaway can give you. We suggest renting a luxury car to help the experience feel authentic. Besides, it’s more romantic to drive a posh new Mercedes than it is to cruise down the road in your dusty sedan. Look up New York Mercedes for rent and see what kind of deals you can find.

Here are some suggested spots for a romantic staycation experience:


  1. The Plaza, Midtown East, Manhattan

Manhattan’s most iconic hotel is a perfect pick for a romantic getaway, especially if you live in Long Island or New Jersey and can’t typically justify getting a hotel room in the city. Who wouldn’t want to stay at this notorious hot spot? A 24-hour concierge, 24-hour room service and a 24-hour hallways butler ensure you’ll have what you need at every hour. And the gorgeous 8,000 square foot spa will make your experience complete.

  1. The Pierre – A Taj Hotel, Upper East Side, Manhattan

A romantic luxury hotel overlooking Central Park? Yes, please! This hotel is stunning, and if you request it, they’ll pack you and your sweetheart a picnic for the park, complete with champagne.

  1. The Waldorf Astoria, Midtown East, Manhattan

The decor and ambiance of this classic hotel sets the scene for an Old New York romantic weekend. This hotel is a popular place for proposals and weddings, and you might see one of both during your staycation. They also have one of the best spas in the city.

  1. Crosby Street Hotel, SoHo, Manhattan

This quiet hotel is tucked away in a charming little neighborhood full of fun shops, restaurants and galleries to explore. This is the hotel of choice for trendy, sophisticated couples.

  1. Castle Hotel & Spa, Hudson Valley

Need an actual escape from the city itself? Drive your New York Luxury Car Rental to the Castle Hotel & Spa. It’s just a 45 minute drive from the heart of Manhattan, but you’ll feel as if you’ve entered another world. You won’t have to leave the property all weekend if you don’t want to—there’s a fine dining restaurant with theme rooms, several places to get a good cocktail, and a spa with an assortment of available massages.


Your staycation isn’t complete without enjoying a little fine dining with your other half, preferably at a place you’ve never been before. New York is no stranger to romantic restaurants, boasting some of the hottest spots in the country. If you can get a reservation at one of these places, you’re lucky indeed.

  • Kat & Theo, Flatiron District

This spot serves Mediterranean-American food in a beautiful setting. The intimate booths and soft lighting make it a perfect place for a romantic meal.

2) August, Upper East Side

August in February? Indeed—from braised short ribs to outstanding seafood dishes, you’ll find something for everyone here.

3) Black Mountain Wine House, Brooklyn

You’ll feel like you’ve stepped out of the city and into a rustic retreat when you enter, and nothing is more romantic than cozying up to your date by the fireplace. Black Mountain offers small plates to share and an incredible wine list.

4) One if By Land, Two if By Sea, Greenwich Village

Unless you made a reservation months ago, you may be out of luck for enjoying dinner here this weekend—this is one of the most romantic restaurants in the city. But if you can make it, the Three Course Jazz Brunch will be just as delightful.

5) The Water Club, on the East River

There’s something romantic about waterfront dining, especially with a view of the skyline and the Brooklyn Bridge. Luckily, the menu here doesn’t disappoint, either.

Romantic things to do

Don’t forget to add a few romantic activities into your weekend!

  • Take a carriage ride through Central Park…
  • …or just enjoy a romantic park stroll.
  • Take in the views from the Top of the Rock.
  • Visit the Butterfly Conservatory at the American Museum of Natural History.
  • Take the Staten Island Ferry and enjoy views of the Statue of Liberty and the Manhattan skyline.
  • Window shop (or buy!) at Tiffany & Co.
  • Have a drink at The Bourgeois Pig (it’s sexier than it sounds).
  • Enjoy dessert at ChikaLicious Dessert Bar. They serve it in courses!



Happy Valentine’s Day!