Romantic Things To Do In CT In Winter: Top 7 Most Unique Spots | Stanton House Inn

Romantic Things to Do in CT in Winter: Top 7 Most Unique Spots

Wintertime is all about bundling up, coming together, and spending time with loved ones. Connecticut’s crisp winter weather gives couples even more of a reason to cozy up together this season! There’s no better place to send sparks flying than beautiful Greenwich, CT. Just one hour away from the hustle and bustle of wintry New York City, this charming New England winter getaways town is the perfect place to escape together. Here are some of the most romantic things to do in CT in winter!


Planning a romantic getaway with your sweetheart doesn’t have to be overwhelming. The Old-World charm and picturesque beauty of Greenwich’s winter landscape make for a great start, but if you need a few more romantic things to do in CT in winter, download our Greenwich, CT, Visitor’s Guide! This valuable resource has helped so many couples make the most of their time in Greenwich, so be sure to get a copy today.

7 Romantic Things to Do in CT in Winter That You’ll Love

Whether you’re looking for romantic weekend getaways in CT or a few fun date night ideas, there are plenty of ways to enjoy quality time together in Greenwich.


For an introduction to romantic things to do in Greenwich, CT; read our full guide. Or pick through December events in CT for something romantic.


To help you get started with exploring winter activities in CT, we handpicked some of the best things for couples to do in CT that you’re sure to love!

During the Day

Visit Local Wineries

During romantic winter getaways in CT, there’s no better way to combat the cold than tasting fine local wines together! Get a taste of the region’s best varietals against a vast backdrop of snow-coated vines. You might even be lucky enough to visit during a beautiful sunset! Here are a few of our favorite CT wineries near Greenwich:

  • Sunset Meadow Vineyards
  • Chamard Vineyards
  • Gouveia Vineyards

Enjoy a Romantic Meal

There’s nothing wrong with a classic! Some of the best date nights in CT begin with a delicious dinner at one of our award-winning local restaurants. Greenwich is home to a variety of eateries serving up regional cuisine in memorable atmospheres. For a romantic evening you won’t soon forget, consider booking a reservation at one of these excellent spots on your next winter getaways near New York City:

  • L’Escale Restaurant: This waterfront restaurant features a menu of delicious Mediterranean cuisine.
  • Harvest Wine and Bar: Serving only the freshest farm-to-table dishes, this restaurant also features an extensive wine list featuring selections from around the world.
  • Elm Street Oyster House: Famous for its marble bar and flavorful seafood, the Oyster House is one of Greenwich’s most beloved restaurants.

Embark on a Dinner and Cocktail Cruise

Want to take dinner with your sweetheart a step further? Create an experience that will make all of your friends jealous by booking a dinner and cocktail cruise with Greenwich Boat Charters! Just as the sun begins to set, you’ll be guided through the harbor aboard a romantic vessel with all the bells and whistles. Guests may bring their own romantic meal or arrange for a caterer. No matter how you plan this date night, your partner will love it!

Enjoy a Couple’s Spa Day

When there’s a chill in the air, there’s nothing more romantic and rewarding than a trip to a New England spa with your significant other. Stanton House Inn is within walking distance of several fantastic day spas along Greenwich Avenue. A few of the best spas in Greenwich, CT include Serenity Spa and Dream Day Spa. If you’re celebrating an anniversary this winter, don’t forget to reserve one of our bed and breakfast spa services. Options include a couples’ spa session!

At Night

Even after spending the day exploring Greenwich with your sweetheart, there’s more to do and see here! Even in the chilly winter season, there are plenty of ways to woo that special someone once night falls. Click over to our full guide to local date night ideas and things to do at night in Greenwich, but here are just a few of our favorites:

The Capitol Theatre

Located just a short drive away in Port Chester, NY is the Capitol Theatre. This historic venue offers a variety of live entertainment that will keep your significant other interested all night. From Stanton House Inn, you’ll be able to walk to the Greenwich Train Station, ride over to Port Chester, attend a show at the Capitol Theatre, then return without even needing a car!

Curtain Call

Another fantastic romantic evening activity in winter in Connecticut is Curtain Call in Stamford. Catch a show here and you’ll see why many people hold it to a higher standard than New York City shows!

Palace Theater

Another Stamford, CT winter attraction with plenty of shows throughout the year is the Palace Theatre.  It is also easy to reach from the Stanton House Inn, so you and your loved one can bundle up and take a winter stroll over to town.


Be sure to read our guide to things to do in Greenwich, Connecticut, in the winter for more advice for a winter getaway.


Or check-out our guide to romantic things to do in Connecticut, regardless of the time of year. Or explore our full guide to the most romantic winter getaways across New England.

Indulge in a Romance Package at Stanton House Inn!

Stanton House Inn is a perfect pick among New England hotels with fireplace in roomIf the two of you are hoping to enjoy the most romantic things to do in CT in winter during your getaway, Stanton House Inn’s Romance Package is for you! In addition to your stay in our historic inn, you will also be treated to a complimentary bottle of champagne and chocolate-dipped strawberries right in your room!


Our romantic bed and breakfast outside NYC is the perfect destination for any couple looking to take a break and fall in love with each other all over again. The historic inn boasts several beautifully decorated guest rooms and suites for you to choose from. Some of the accommodations at one of the most romantic inns in CT include:


During your intimate getaway to Stanton House Inn, you will also have access to premium amenities like our beautiful gardens, inviting common rooms, and complimentary continental breakfast each morning. It’s no wonder we were named one of the best bed and breakfasts in Connecticut!

What are you waiting for? Book your romantic couple’s vacation package at Stanton House Inn today!

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