The Best Ideas for Romantic Day Trips in CT

Romantic Day Trips in CTNew England is one of the most romantic destinations in the nation.


From the elegant scenery, historic charm, and plenty of fun activities, it’s an ideal location for couples to escape their regular routine and fall in love all over again.


In Greenwich, CT, you’ll find more than just our sought-after bed and breakfast. You’ll also discover many excursions that you and your sweetie will be talking about for years to come. Ready to start planning? Here are just a few of the best romantic day trips in CT that you absolutely must try!


You’ll find even more romantic day trips in CT or NY in our free Greenwich Visitor’s Guide! Download your copy today to pick your favorite things to do near our romantic bed and breakfast and add them to your getaway itinerary.

Romantic day trips in CT for the two of you

Even before you venture out into other towns near Greenwich, there is plenty to do right here! In terms of geographic size, Greenwich is larger than Paris, France. And there’s plenty of diversity between the various villages.


Read our full guide to romantic things to do in Greenwich, CT, but a little primer includes:


Visiting the best Connecticut beaches

This most classic of date ideas in CT is a great way to spend a day in the sun with your partner! Whether you choose to simply soak in the sun’s rays, indulge in a romantic picnic, or take a boat ride, there are plenty of romantic things to do in CT beaches!


Here are just some of Connecticut’s most beautiful beaches:

View Beautiful and Historic Mansions

Surprisingly, one of the most popular tourist activities in Greenwich is viewing the stunning mansions along the back roads of town. The Greenwich, Connecticut, real estate market offers some of the best in New England, and the homes are absolutely breathtaking!


Whether you are your sweetie are just dream building or looking for a new place to call home, you may want to consider this fun-filled bike trip to some of Greenwich’s most incredible mansions!


Get a Taste of CT at Local Wineries

This activity among the most romantic things to do in CT! The Connecticut Wine Trail is abundant with stellar options for wine tastings, gorgeous vineyards, and out-of-this-world sunset views! While it’s impossible to pick our favorite Connecticut wineries, these are some that we consider as musts during your visit:

Set Sail on a Private Cruise

If you’re in need of some much-needed alone time and an extraordinary experience, a private ride on a luxury yacht may be just what you need. Greenwich Boat Charters provides a variety of options including dinner and cocktail cruises, New York Harbor tours, leisure harbor cruises, and more! The lull of the waves and the stunning backdrop of a Greenwich sunset is the perfect setting for a romantic evening.

Even More Romantic Connecticut Day Trips

Speaking of which, our romantic Connecticut bed and breakfast near New York City is the perfect spot from which to plan even more romantic day trips in other parts of Connecticut! Some of our favorites hug the Connecticut coast, but there are plenty of cute towns in CT to explore on little day trips.


Some favorites of the most romantic places in Connecticut include:

New Haven, Connecticut

new haven can a destination for romantic day trips in ct. wooster square in new haven is beautiful in the springThis is one of the largest cities in Connecticut. It hosts Yale University, which includes one of the best art galleries in the country, the Yale University Art Gallery. It’s without question one of the best free things to do in all Connecticut.



There are plenty of new restaurants to enjoy during your day trip in the city.


In fact, just exploring the best things to do in New Haven, CT, would keep you busy for more than a day.


New Haven is only an hour by train or car from Greenwich. Our romantic inn is within easy reach at the end of a busy day exploring some of the most unique attractions in CT.


Mystic and Stonington, Connecticut

mystic seaport in eastern connecticut is one of the best romantic day trips in ctOn the other side of the state are the quaint old towns of Mystic and Stonington. Both of these Connecticut shoreline towns are former whaling towns. Both were beautifully restored and welcome thousands of visitors each year.


Mystic Seaport and its fabulous restaurants help create a hefty list of romantic things to do in Mystic. There are plenty of things to do in Stonington, as well.


As these are relatively small towns, a day trip from Greenwich can be enough to soak it all in with your significant other.


Hartford, Connecticut

Any interest in a romantic day trip to celebrate Victoriana?


About a hundred years ago, our state capitol was the wealthiest city in America. And much of the best things to do in Hartford, Connecticut reflect that period.


From public gardens to world-class museums, even Mark Twain’s favorite home; there’s much to keep you and your significant other busy. And Hartford is a short drive away from much of the Northeast.


Discover Even More Romantic Things to Do in CT

In our opinion, anytime of year is a perfect time to plan a romantic getaway to Connecticut. If you’re looking for romantic winter activities in Connecticut, be sure to look at our itinerary of romantic things to do in CT in winter.

Book your romantic getaway to Stanton House Inn to start taking advantage of the fantastic day trips available in Connecticut. Don’t forget to add our Romance Package with your stay!

Enjoy a Stay at Connecticut’s Most Romantic Bed and Breakfast

Sacket SuiteThe Stanton House Inn is a historic landmark and a convenient choice for romantic weekend getaways in CT. Featuring 20 gorgeous guestrooms, our romantic inn is the perfect alternative to other local romantic hotels. We also offer an abundance of amenities and a romantic setting you won’t find in typical accommodations. Some luxury suites we think will be perfect for your next romantic getaways in Greenwich are:

  • The Brush Suite
    The original master bedroom of our mansion with a clawfoot tub
  • The Sackett Suite
    An expansive suite complete with a couples whirlpool tub in the suite
  • Room 28
    Romantic with a deck overlooking the pool, large bay windows, and a gas fireplace

Book your romantic getaway to Stanton House Inn today and don’t forget to add our Romance Package for an even more memorable experience!

Updated and republished: December 2, 2021