Blog | The Wallace | Luxury Hotel Upper West Side

Charming Winter Date Ideas to Explore Near the Upper West Side

Written by Admin | 12.05.2024

The sun sets on the Upper West Side as gentle pink and orange hues swirl together. The chill sets in, and romance is all around. Winter is the season for all things cozy and cuddly, the perfect time to take your special someone on that date that you both won’t be able to stop talking about. 

Choosing the ideal place with everything you're looking for when going on a date can be pretty daunting. Don’t let the nerves get to you; we’ve put together this go-to guide for finding some of the most exciting and romantic Upper West Side date spots for you. So, relax and let us guide you. You can be sure your date will be impressed with your choice.

The Wallace Lounge

At number one on our list, we have The Wallace Lounge, which is situated right at The Wallace Hotel, a brilliant date idea if you want to book a little staycation with your date. The Wallace Lounge has a stunning, aesthetic interior that creates a comfortable, warm ambiance. You can talk the night away and connect in a space where the lighting is romantic, and the drinks are exceptional. 

Along with its delicious cocktails, the menu at the lounge includes small plates, which are made up of scrumptious selections of dishes. The Wallace Lounge is ideal for a quiet, relaxed date, and if you’re staying at the hotel, you can enjoy a romantic evening without leaving the building. 

Wollman Rink, Central Park

There’s something so romantic about holding hands and skating under the stars, right? If that sounds like the perfect date night, Wollman Rink in Central Park is just the place. Only a 25-minute walk or a quick cab ride from The Wallace, this ice rink is a wonderful spot to spend time together in the winter. With the city skyline in the background and the chill of the evening air, it’s an easy, fun way to make some great memories.

The American Museum of Natural History

One of the most admirable acts of love is when your partner shows interest in what makes you happy. If you or your date are the kind of people curious about the world's history and its evolution, the American Museum of Natural History is one of the best date spots for you. Its collections contain over 146 million specimens of plants, animals, fossils, minerals, rocks, meteorites, human remains, and cultural artifacts. 

Said to be the most extensive collection in the world, the museum is a 10-minute walk from The Wallace and has endless exhibits to keep the conversations flowing. Your date will be intriguing from the time you enter until you leave. 

Irving Farm, New York

Known for its excellent coffee, Irving Farm New York is a snug little cafe only 5-minutes from The Wallace. Hand in hand, take an evening stroll to the restaurant, where you can order delicious coffee and talk for hours and hours. 

After all, the best part of a date is getting the chance to connect, and Irving Farm's intimate, warm setting makes it easy to do so. 

Café Luxembourg

Delectable dining, a delicate and classy ambiance, and impeccable service—Café Luxembourg is perfect for a winter date on the Upper West Side. Nothing brings hearts closer than a table for two, and this French cafe has everything you need for a date night that you and your other half will remember for a very long time. 

The cafe is only about an 8-minute walk from The Wallace, so you can retreat to the warmth and comfort of your suite right after dinner. Good food always makes for a good date. 

Lincoln Center for the Performing Arts

Passion, beauty, and storytelling make ballets and operas an art form more romantic than any other. For this reason, a winter date to the Lincoln Center for the Performing Arts is the epitome of a dreamy date. You can take a short cab ride from The Wallace to get there, or if you prefer to walk, it’s 15 minutes away.

The winter performances alone are simply outstanding. This season, several events will take place, giving you and your date various options.

The Best Upper West Side Date Spot

Dating is like an unscripted art project, a mix of exploration, self-discovery, and, occasionally, a beautiful mess; choosing the right place to experience it all is essential. Dining, entertainment, exciting activities—there are endless options on the Upper West Side when searching for winter date ideas. Whether you go out to a lovely dinner, watch a show, or book a staycation at The Wallace, ultimately, the best date is one you and your special person enjoy. 

Make the most of your time out, book a stay at The Wallace, and let this date night be the most splendid yet.