It’s surprisingly easy to be romantic in Greenwich.
To be honest, I’m of the opinion that any trip or activity can be romantic, it’s more about with whom you’re spending time.
But some attractions and activities just are more romantic than others.
As a romantic bed and breakfast inn so close to NYC, we see our fair share of romantic getaways here. So we know a thing or two about romantic things to do in Greenwich, CT.
Whether you’re just planning one day in Greenwich, or several exploring the Gold Coast of Connecticut; look over our top list of romantic things to do before you get going.
Because there’s nothing more romantic than spending a day together in what appears to be an unstructured, unplanned day.
But those sorts of days usually require way more planning than they appear!
If you’re reading this because you frantically searched something like, “romantic things to do near Greenwich, CT this weekend”, relax, we’ve got you covered.
At minimum, reading through this once will prepare you to be effortlessly flexible.
Table of Contents of Romantic Things to Do in Greenwich, CT
- Where to eat in Greenwich, CT: A Romantic’s Guide
- Romantic Attractions in Greenwich, Connecticut
- Romantic activities and things to do in Greenwich, Connecticut
- Find even more romantic things to do in CT
Where to eat in Greenwich, CT: A Romantic’s Guide
The old saying is that the quickest way into someone’s heart is through their stomach.
Start your day in Greenwich early enough, and you’ll have at least 3 opportunities to do so.
Not counting snacks, coffee, and ice cream breaks, of course.
With so many options to choose from downtown Greenwich restaurants, it does help to get some pointers to pick.
Best Brunch in Greenwich for Romantics
Start your culinary adventure in the late morning with brunch.
Head to downtown Greenwich to pick a great brunch spot. A few options include:
You could also plan afternoon tea on a romantic weekend. Be sure to reserve a table for afternoon tea at our tea room in downtown Greenwich, CT.
And take a break from exploring town with an ice cream from one of the top Greenwich gelaterias and ice cream spots.
Romantic Date Night Ideas in Greenwich
There are a ton of options just in downtown Greenwich for date night spots.
Add in nearby neighborhoods like Port Chester, Old Greenwich, and Stamford; and the options get overwhelming.
We’ve included a list of recommendations for date night restaurants in our guide to things to do at night in Greenwich, but some easy choices include:
- Elm Street Oyster House for seafood
- The Ginger Man for a casual restaurant with a great fireplace in colder months
- L’Escale Restaurant if you’re looking for a dressy, fine-dining establishment
Bistro Versailles would be a great choice for more casual dining in the evening.
Romantic Attractions in Greenwich, Connecticut
Staying in bed all day, only getting up to eat, could be a magical experience.
If the above scenario sounds nightmarish (or if you’ve run out of stuff to talk about), read on for our list of attractions, activities, and things to do with your partner while you’re in Greenwich.
Bruce Museum
Impress your date with your appreciation of the arts!
This historic museum is a cultural heavyweight, especially considering it’s a small town’s collection.
The Bruce Museum is already considered the best of the museums in Greenwich, CT, and is spending heavily to renovate to keep that title.
The traveling exhibits change frequently, so no two visits will be the same. And their outdoor CT spring festivals and fall festivals are an easy win as far as a romantic activity that requires little advanced planning.
Greenwich Point Park
As far as what to do in Old Greenwich, CT; the obvious choice is Greenwich Point Park.
Also known locally as Tod’s Point, this is one of the largest and most popular parks in Greenwich. It hosts both the best of the Greenwich beaches and walking trails with views of New York City.
You can also rent boats, kayaks, and canoes to explore Long Island Sound a bit more if the mood suits you. It’s one of the best spots to enjoy Connecticut’s many outdoor activities.
Greenwich Avenue
As I mentioned before, Greenwich Avenue and downtown Greenwich is the hub of romantic things to do in Greenwich.
If shopping is your preferred romantic activity, the downtown Greenwich shopping district will not disappoint.
But this cosmopolitan shopping district has something for everyone at this most unique of Connecticut attractions.
Greenwich Harbor
After you’ve finished exploring the galleries of the Bruce Museum, or shopping at Greenwich Avenue; head to Greenwich Harbor.
There are a few options as far as things to do in Greenwich Harbor:
- Enjoy a meal or drink at L’Escale’s waterfront restaurant
- Schedule a private Greenwich harbor cruise
- Walk along the waterfront of Greenwich Harbor
- Sit on a park bench or picnic at Roger Sherman Baldwin Park or Grass Island park and watch the boats sail by
Enjoy the Local Arts Scene
The Bruce Museum isn’t the only place to enjoy the arts in the Greenwich area.
Movie Theaters
AMC Port Chester is the newest movie theatre in the area, in Port Chester, New York. There are two Bow Tie cinemas in downtown Stamford, too.
The Avon Theatre is a historic movie theatre on Bedford Street in downtown Stamford. Their focus is independent films and documentaries.
Art Galleries and Exhibition Spaces
There are more than enough art galleries in downtown Greenwich to keep you busy.
Concerts
Depending on the concert (of which there are plenty of options), a trip to the Capitol Theatre could be a perfect end to a romantic day in Greenwich.
And if you’re visiting in the summer, be sure to check out the CT summer concerts hosted by Greenwich in various parts of town.
Romantic activities and romantic things to do in Greenwich, Connecticut
If you’d rather something a little more active than the attractions above, we have yet more recommendations!
Ice Skating
Depending on the time of year, ice skating is a great romantic experience. There are a few places to try: Dorothy Hammill Skating Rink, and Mill River Park in Stamford.
Hiking
Researchers claim that raising your blood pressure (from exercise) with your loved one can increase feelings of intimacy and closeness.
And what better way to do that than to get sweaty hiking?
There are lots of choices for hiking trails near Greenwich. A few that won’t leave you looking too gross afterwards include:
- Montgomery Pinetum
- Greenwich Point Park
- Audubon Greenwich
Creative Date Night Ideas
A few unconventional romantic date night ideas that will leave you with a souvenir to remember your time include:
- A Maze in Pottery, for a walk-in pottery class
- Pinot’s Palette, for an evening group painting class
Beer and Wine Tastings
If enjoying a craft brew or two is more of your style of romantic outing, there are some great choices close to Greenwich.
Connecticut breweries close to downtown Greenwich include:
- Half Full Brewery
- Lock City Brewery
- Broken Bow Brewery
- Captain Lawrence Brewery
Connecticut wineries on the CT Wine Trail are a bit farther away, but wine tastings on a beautiful vineyard is a perfect afternoon activity from the summer to the fall.
Romantic Spa Day
A spa day can be another fantastic way to connect.
A few spas in Greenwich, CT, close to Stanton House Inn include:
- Posh Spa of Greenwich
- Thai Serenity Spa
- Dream Spa and Salon
- The Spa at Delamar Greenwich Harbor Hotel
Ready to find even more romantic things to do in CT?
Little Greenwich, at the bottom tip of Connecticut, is by far one of the most romantic places for getaways for couples in Connecticut. Any yet it just scratches the surface of all the romantic things to do in Connecticut.
Click over to our list of date ideas in Connecticut, as curated by our favorite TV and movies.
Romantic CT day trips to places like:
- New Haven
- Mystic and Stonington
- Litchfield County
Are just a few of the romantic things to do in Connecticut that you could add to your itinerary.
If you need guides that are more focused on a given season, be sure to read the ultimate guide to Fall in Connecticut.
We also have a guide to planning winter weekend getaways in Greenwich.
Whenever you’re in Greenwich, or whatever you plan on doing while you’re here, you and your significant other are sure to enjoy your time!
Unveil Romance: Your Enchanting Escape in Greenwich, Connecticut
Escape to the Stanton House Inn in Greenwich, Connecticut for an intimate and timeless getaway. The inn has rooms with gas fireplaces for a cozy ambience. We also serve delicious meals like afternoon tea and continental breakfast in our dining room. Some bed and breakfast rooms offer unique features, like private entrances, porches and balconies. So couples can enjoy undisturbed togetherness. Some of our king bed suites in CT also feature whirlpool tubs, providing a sanctuary to unwind and connect.
The library retreat has a peaceful atmosphere. Guests can read books or talk quietly by the fireplace in the library of our historic mansion bed and breakfast. Couples can relax and connect at the outdoor pool, creating lasting memories together.
Stanton House Inn serves as a gateway to love and adventure, with every corner of Greenwich easily accessible. Our great location is a stroll from the Greenwich Train Station. And the inn’s proximity to Greenwich Avenue allows easy access to the town’s shops, restaurants, and cultural delights. Our perfect location makes it easy for couples to explore the entire town and create special memories together.
Stanton House Inn promises a romantic retreat for memories in couples’ hearts for years to come. Check-out our couple’s getaway packages for even more opportunities to delight your significant other!
Updated and republished: August 16, 2023
