Get Excited for 16 Annual Events in Greenwich CT

events in Greenwich CT are generally elegant affairsFor such a small town so close to New York City, there are a large number of events in Greenwich CT any time of year!

Here’s an abridged list of the events in Greenwich CT that locals (and regular visitors) look forward to all year, in order of month.

Many of these Greenwich events are put-on by private groups, the Greenwich Chamber of Commerce, the Greenwich Historical Society, the Bruce Museum, and other groups in town, some as fundraiser events, others simply to celebrate our town. All of the events on our Greenwich events calendar are definitely worth checking-out, however.

Be sure to download our free Greenwich, CT, visitor’s guide to learn about all the great events, attractions, and other things to do in Greenwich.

First Sundays for Families at Hill-Stead Museum 1:00 pm
First Sundays for Families at Hill-Stead Museum @ Hill-Stead Museum
Mar 5 @ 1:00 pm – 4:00 pm
First Sundays for Families at Hill-Stead Museum @ Hill-Stead Museum
Take part in these First Sundays for Families activities! Museum Educators will lead art projects in the Education Stations at 1 p.m.  Free self-serve crafts for all ages and Explorer
Sketch-a-Still-Life 11:00 am
Sketch-a-Still-Life @ Hill-Stead Museum
Mar 6 @ 11:00 am – 1:00 pm
Sketch-a-Still-Life @ Hill-Stead Museum
On the first Monday of every month, from 11 am – 1 pm, enjoy this rare opportunity to sketch a still life inside the museum alongside a guest artist.  Bring
Story Time! Ages 2-6 at Hill-Stead 9:00 am
Story Time! Ages 2-6 at Hill-Stead @ Hill-Stead Museum
Mar 29 @ 9:00 am – 10:00 am
Story Time! Ages 2-6 at Hill-Stead @ Hill-Stead Museum
Hill-Stead’s new Story Time is on the last Wednesday of every month at 9 am.  Your child will be introduced to stories related to art, museums, nature and more (with


Spring Events in Greenwich CT 

Spring is a beautiful time to experience Greenwich, but spring in Connecticut is also an excellent time to rub elbows with locals.


So soon after being locked away for much of the winter, everyone’s ready to get out there and mingle.


Some of the events in Greenwich CT that happen in the spring include:

  1. Focus on French Cinema
  2. Art to the Avenue
  3. Greenwich Town Party
    This is one of those Greenwich town events that everyone looks forward to, though tickets can get expensive.

Summer Events in Greenwich, Connecticut

Unlike other parts of the country, Greenwich and Connecticut in general never gets too hot in the summer.


Aside from some variable years, summer in Connecticut remains relatively comfortable.


And even when it’s very hot, there are always Greenwich beaches, the pool, or air conditioning if you’re not in the mood to go out. Some great summer events in Greenwich CT include:


4. Bruce Museum Outdoor Spring Crafts Festival

One of two major Bruce Museum events worth attending if you’re in town, or coming to town specifically for it. It’s one of the top spring festivals in CT to look forward to each year.


5. Greenwich International Film Festival

With screenings of over 30 international films, exciting parties, informative panels, and exclusive movie premieres, the Greenwich Film Festival provides filmmakers with a platform to showcase their work and also strives to highlight an important philanthropic cause.


6. Caramoor Summer Music Festival

While Karamoor is not in Greenwich, it’s a short drive from us over the border in Katonah, New York, one of the beautiful towns near Greenwich, CT. Karamoor is a treasure to have so close by, and is worth a visit any time of year for their constantly changing events and concerts. 

7. Greenwich Sidewalk Sales

Another major attraction of the summer festivals in CT is the opportunity to snag a deal or two at one of the premier shopping destinations in the Northeast. Greenwich Avenue shops roll their wares out onto the street for a week, attracting shoppers from all over.


8. Shakespeare on the Sound


9. Norwalk Oyster Festival 

The Norwalk Oyster Festival is, obviously, not held in Greenwich, but is just a short drive away. And this best of the annual Norwalk events is a must-visit for any big oyster aficionados.  Norwalk used to be and still is a major source of oysters, so this is great for history buffs as well. The drive from Norwalk to Greenwich is only about 20 minutes. And with plenty more attractions and activities to explore in Norwalk, CT, you should find plenty to do.


Fall Events in Greenwich CT

Fall, in my humble opinion, is one of the best times of the year to be in Greenwich! The temperatures are perfect, with a growing nip in the air only towards the end of the season. As everyone knows, there’s also the spectacular fall foliage to enjoy with some good leaf peeping in CT. If that’s not reason enough to visit Greenwich, CT, at that time, perhaps some of these great CT fall festivals will be draw enough:

10. Greenwich Wine and Food by Serendipity

11. Hawkwatch Festival and Green Bazaar

12. Harvest Fest in New Canaan

This is, again, not in Greenwich, but this New Canaan event is nearby. This event at the New Canaan Nature Center features tons of local beer and great food.

13. Outdoor Fall Arts Festival at the Bruce Museum

Held annually at the Bruce Museum in Greenwich, this is a great opportunity to snatch-up art by artists local to the area.

14. Oktoberfest at Bear Mountain

Bear Mountain is an hour away from Greenwich CT and New York City, but a weekend day at Oktoberfest is worth the trip. This is a blast, and you can always go hike along part of the Appalachian Trail or other great hiking trails near NYC if the revelers start to get to you. 

15. Greenwich Restaurant Week

Read our guide to Fall in Connecticut to get an in-depth list of the best attractions, activities, and events to enjoy during our favorite season of the year.

Winter Events in Greenwich CT

Once Thanksgiving passes, it’s time to get ready for the holidays! Early winter is still a great time to visit Greenwich, as the snow usually hasn’t come down in earnest. People also haven’t shut themselves in for the rest of the winter, so it’s still a social time.

Besides the holiday parties requiring invitations from locals you met at earlier times of the year, the holiday event everyone in town looks forward to is:
The Greenwich Holiday Stroll and Fair

But there are plenty more things to do in Greenwich, CT, in the winter. Be sure to read our guide, or explore more of winter in Connecticut to plan a boarder getaway.

And while you’re visiting our area enjoying some of the best events in Connecticut, be sure to stay at the Stanton House Inn. We’re in the heart of Greenwich on Maple Avenue, with 20 gorgeously-decorated and elegant rooms in a peaceful and relaxed setting.

And for even more recommendations on things to do in Greenwich, CT, be sure to download our free Greenwich, CT, activities checklist!


Photo Courtesy: David, Bergin, Emmett and Elliot’s photostream / Flickr