glass ceiling at the usb building in stamford, one of the best things to do in greenwich and stamford, ctJust a short train ride away from New York City is Greenwich, CT.


Located on the Long Island Sound, this charming coastal town offers a variety of interesting things to do. It’s a perfect place to escape the hustle and bustle of everyday life! Whether you and yours love shopping, exploring the wonders of nature, or trying new restaurants, there’s something for you to enjoy here!


Not convinced on planning a visit to Greenwich, CT?


Below, we’ve provided the reasons you need a getaway to the Connecticut shoreline!


We’ve also included a hand-picked list of the best things to do around Greenwich, CT, for every kind of traveler.


Local insight is so important to planning an unforgettable vacation. Let us take care of the tedious part for you!


Free Activities Guide: We’ve compiled all of our favorite things to do in Greenwich, CT,  and the nearby areas in our complimentary Greenwich, Connecticut, Activities Checklist. It’s the region’s most valuable resource for creating a no-hassle itinerary.
Free Map of Greenwich, CT: If you’re more the visual type, you can also download a free copy of the Greenwich, CT, Map. It has all the local attractions, activities, and things to do in Greenwich.

Table of Contents

  1. Things to Do This Weekend in Greenwich, CT
    1. Putnam Cottage
    2. Shopping, Spas, and Restaurants in Downtown Greenwich
    3. Greenwich Art Galleries
    4. The Bush-Holley House & Greenwich Historical Society
    5. The Bruce Museum
    6. Greenwich Point Park
    7. The Greenwich Audubon Center
    8. Great Captain’s Island & Little Captain’s Island
    9. Babcock Preserve
    10. Mianus River State Park
  2. Things to Do in Stamford, CT
    1. Stamford Restaurants
    2. Movies, Theater, & Music in Stamford
    3. Parks in Stamford
    4. Churches & Attractions in Stamford
  3. Things to Do in Westchester County, NY
    1. Our Favorite Westchester Towns to Explore
    2. Top Westchester County Attractions & Parks
  4. Connecticut Shoreline Attractions
    1. The Philip Johnson Glass House
    2. Maritime Aquarium
    3. Beardsley Zoo
    4. Sheffield Island Lighthouse
    5. Connecticut Wineries and the CT Wine Trail
    6. Connecticut Breweries
    7. Connecticut Maple Syrup Farms
    8. Fall in Connecticut
  5. Greenwich & Fairfield County Events
  6. Best Place to Stay in Greenwich, CT

The Top 75 Reasons You Need to Vacation in Greenwich, CT

Just a short train ride away from New York City, Greenwich is a destination in its own right. Located on the coast of Long Island Sound, there are a wide variety of things to do in both Greenwich. Most downtown attractions and activities are just a short walk from our boutique inn in Greenwich. It’s also fun to explore other diverse neighborhoods that make-up Greenwich including:

This beautiful town, and other nearby towns, are all the perfect location to plan a quick getaway. They’re also perfect for a longer stay to explore the hidden gems of the area.

Top 10 Things to Do in Greenwich, Connecticut This Weekend and More

There’s a surprising amount of things to do here in town and nearby!

Whether a high-end shopping and touring Greenwich mansions is your thing, or something a little more rustic, Greenwich is a perfect destination.

While this video is a little old, it’s full of some of the major sites in town. It’s so helpful, we’re willing to overlook the fact that it doesn’t mention us!


Read on for descriptions of everything in the video and more!


Some of our favorite things to do in Greenwich for a day or the weekend include:

Putnam Cottage, one of the best things to do in Greenwich, CT1) Putnam Cottage

Known as Knapp Tavern during the American Revolution, this is supposedly where Revolutionary War General Israel Putnam started his ride to escape the British. He rode his horse straight over a cliff and earned his position on the town seal for Greenwich in one fell-swoop, as the British refused to be so daring. Putnam Cottage is situated in the Putnam Hill Historic District of town, right on the Post Road, and offers tours.

2) Enjoy Fantastic Shopping, Spas, and Restaurants in Downtown Greenwich

There are more than enough stores to keep even the biggest shopper busy on “the Ave,” as locals call it. For more than a few people, one of their favorite things to do in Greenwich is shopping. While there are plenty of very high-end opportunities in the downtown Greenwich shopping district, there are also still some local Greenwich Avenue stores as well. There’s no question that Greenwich Avenue is one of the best Greenwich CT tourist attractions in and of itself. And once you’ve exhausted yourself from shopping for the day, there’s plenty more to do here.


Enjoying a spa day at one of the spas in Greenwich, CT, is a great way to relax. And enjoying dinner at one of the various downtown Greenwich, CT, restaurants is one of the most romantic things to do in Connecticut!


Are you visiting Greenwich CT this weekend and looking for what to do? Read all about the events and activities in Greenwich, CT this weekend to start planning today!

3) Greenwich Art Galleries

Each year in May, visitors flock to Greenwich, Connecticut, to view the works of over 120 artists at the annual Art-to-the-Avenue festival. During this unique event, Greenwich Avenue turns into a strolling gallery complete with musicians, street performers, and beautiful works of art for sale.

And while Art to the Avenue is a spring event, there are plenty of Greenwich art galleries open year-round. The many art galleries that line the streets of downtown Greenwich are just waiting to be explored!

Bush-Holley House and Greenwich Historical Society4) The Bush-Holley House & Greenwich Historical Society

This is the site of the first art colony in Connecticut and former center of American Impressionist art. Today, the Bush-Holley House is the home of the Greenwich Historical Society.  This building offers tours of the house with two exhibits: one on the era of the New Nation (1790-1825) and another about the Cos Cob Art Colony (1890-1925). The historic buildings and gardens on the site are well-worth a visit!

5) The Bruce Museum

Located in downtown Greenwich near the Greenwich harbor, the Bruce Museum offers both science and art exhibits. Its wide array of holdings include items related to anthropology, natural history, decorative art, and fine art. A visit to the Bruce Museum is wonderful throughout the year with its rotating exhibits, as well as festivals and education programs. The Bruce Museum also hosts 2 great events. The Outdoor Arts Festival happens in the fall. The Outdoor Crafts Festival is in the spring.

Autumn at Greenwich Point Park, a walk there is one of the best things to do in Greenwich, CT6) Greenwich Point Park

What started as a water-front estate of wealthy New Yorker J. Kennedy Tod named Innis Arden is now a favorite park. Greenwich Point Park is now the most visited of the fantastic beaches near Greenwich, CT, with miles of walking trails. A long sandy beach makes it by far the best of all the Greenwich beaches. But the park also has plenty of opportunities for boating and water activities, and even gorgeous views of the New York City skyline!

7) The Greenwich Audubon Center

The Greenwich Audubon Center opened in 1942. It was the National Audubon Society’s first environmental education center. The center is made up of 285 acres of land and is home to a large number of native plant and animal species. There are miles of trails to explore as well as conservation events and nature education programs. When you visit Greenwich Audubon Center, you’ll always find something exciting to do!

8) Great Captain’s Island & Little Captain’s Island

Locals call Little Captain’s Island simply Island Beach. The ferry to the island is relaxing, and sitting on the beach looking back towards downtown Greenwich is a gorgeous view.

Time has preserved Great Captain’s Island, the largest of the chain of three islands off the coast of Greenwich, in its natural state. It is an ideal opportunity to see the diverse bird species in our area, as well as the beautiful lighthouse on the island. The town offers ferry service to both islands in the summer months.

9) Babcock Preserve

For an afternoon hike, the Babcock Preserve in Greenwich, CT, offers 300 sprawling acres of woodlands, an extensive network of trails, and a wide variety of plants and animals. This preserve is the largest town park in the area and is an ideal destination for nature lovers and outdoor enthusiasts. The next time you’re in New England, grab your hiking boots, pick up a Babcock Preserve trail map, and get ready for a day of adventure in the heart of Greenwich!

10) Mianus River State Park

Named after the 20-mile river that flows through it, Mianus River State Park is situated between Stamford and Greenwich, Connecticut, and features over 400 acres of forests, wetlands, rock formations, and gardens that are just waiting to be explored. This historic State Park is a beloved destination for outdoor enthusiasts and attracts everyone from joggers and hikers to mountain bikers and fishermen. It’s one of the best parks in Greenwich, or Stamford for that matter.


One of the best parts about being in Greenwich is its proximity to so many other attractions and activities in nearby towns. All Westchester County, NY, and Fairfield County, CT, are easily accessible from Greenwich.


It definitely broadens the possibilities!

14 Top Things to Do in Stamford, CT

Just to the east of Greenwich sits the city of Stamford, Connecticut. The third-largest city in Connecticut makes a modern city’s amenities easily accessible to visitors and locals in Greenwich.


Without the long trek into New York City, anyway.


Check-out our list of the top things to do in Stamford, Connecticut.


Some of our highlights include:

11) Stamford Restaurants

With a larger, more diverse community, Stamford restaurants have something for everyone. Vegetarian Indian and Peruvian restaurants sit next to more typical Italian and Mexican options in downtown Stamford. It also plays host to one of the best coffee shops in the area.

12) Movies, Theater, & Music in Stamford

Not every city enjoys its own acting troops and independent movie theaters. And Stamford has both.

  • The Palace Theatre
  • The Avon Theatre
  • Curtain Call
  • Alive @ Five summer concert series in Columbus Park

13) Parks in Stamford

Stamford has recently devoted a significant amount of resources towards beautifying the city. Some top parks include:

  1. Cummings Park
  2. Bartlett Arboretum
  3. Mill River Park
  4. Cove Island Park

14) Churches & Attractions in Stamford

From a tourism perspective, there’s not a ton to explore in Stamford. But there are a couple cool things to check-out, especially if you have little ones in tow.

  • Stamford Museum & Nature Center
  • First Presbyterian Church (AKA “the Fish Church”)
  • Fernando Luis Alvarez Gallery

Or if you don’t, you can go to check-out the two Stamford breweries: Lock City and Half Full Breweries.

29 Things to Do in Westchester County, NY

lyndhurst mansion in tarrytown, nyWestchester is closer to Greenwich than most of Connecticut. And there are plenty of things to explore in the county stretching from Peekskill down to Yonkers, New York.


Some of our favorite things to do in Westchester County and the Hudson Valley include parks, attractions, and cute, quaint towns.

Our Favorite Westchester Towns to Explore

Just over the border from us, Westchester County has plenty of towns with adorable and unique downtowns.

  1. Katonah
  2. Peekskill
  3. Port Chester
  4. Rye
  5. Bronxville
  6. Mount Kisco
  7. Pleasantville
  8. Scarsdale
  9. Tarrytown
  10. Nyack (across the Hudson River in Rockland County)

Top Westchester County Attractions & Parks

One of the most densely-populated areas in the United States still has some fantastic spots for hiking and communing with nature.

  1. Marshlands Conservancy in Rye, NY
  2. Bear Mountain State Park
  3. Rockefeller State Park Preserve
  4. Mianus River Gorge Preserve
  5. Ward Pound Ridge Reservation
  6. Croton Point Park
  7. Croton Gorge Park

There are also some fascinating points of interest for history or culture buffs.

  1. Capitol Theater in Port Chester
  2. Rye Playland
  3. Kykuit
  4. Lyndhurst Mansion
  5. Donald M Kendall Sculpture Gardens
  6. Neuberger Museum of Art
  7. Untermyer Park and Gardens
  8. Philipsburg Manor
  9. Van Cortlandt Manor
  10. Washington Irving’s Sunnyside
  11. Stone Barns Center for Food and Agriculture
  12. Saxon Woods Park

Farther Afield from Greenwich, Connecticut

Wondering what to do in Connecticut, New England, or even farther afield? There are so many opportunities as far as Connecticut attractions and sightseeing.

8 Top Things to Do on the Connecticut Shoreline

There’s so much more to Connecticut than Greenwich and Stamford!

one of the Thimble Islands along the Connecticut shorelineSome of our favorite towns to visit for a day trip include Norwalk, New Canaan, and Westport. But towns farther away on the coast are worth seeing for their own unique attributes, like:

  • Bridgeport
  • Milford
  • New Haven
  • Madison
  • Mystic
  • Stonington

Considering our state is so small, anywhere can be an easy and delightful Connecticut day trip from Greenwich!

54) The Philip Johnson Glass House

The Philip Johnson Glass House is an estate in New Canaan designed by Philip Johnson in 1949 as his personal home. It is a beautiful demonstration of:

  • geometry
  • proportion
  • minimal structure
  • the effects of transparency and reflection

It is an example of early use of industrial materials such as glass and steel in home design. The house, buildings, and property are open to the public for guided tours. This gorgeous facility is on many an architect aficionado’s bucket list. It’s certainly one of the most famous things to do in Connecticut.

55) Maritime Aquarium

Situated in trendy South Norwalk, the Maritime Aquarium displays the marine life of Long Island Sound. Some major draws to the Maritime Aquarium at Norwalk include:

  • harbor seals
  • river otters
  • sharks
  • jellyfish
  • loggerhead sea turtles

Among the hundreds more of animals in re-created habitats, as well as six-story tall screen in the IMAX theater.

56) The Beardsley Zoo in Bridgeport, CT

One of Connecticut’s top attractions, the Beardsley Zoo is the only zoo in the entire state. Sitting on 52 beautiful acres in Beardsley Park, visitors can learn about the importance of protecting endangered and threatened species. A pleasant afternoon can include admiring over 300 animals from North and South America, and taking a ride on the carousel.

Sheffield Island Lighthouse in Norwalk, CT57) Sheffield Island Lighthouse

Travel back in time to the historic Sheffield Island Lighthouse, a gorgeous haven resting off Connecticut’s coast. The lighthouse is open May through September in the Norwalk harbor and is only accessible by ferry. The lighthouse sits on a nature preserve and features a variety of events and activities for guests to enjoy.

58) Connecticut Wineries and the CT Wine Trail

Yes, Connecticut has seasons, including the occasional severe winter. But that doesn’t stop vintners from setting-up shop here!
Is exploring Connecticut wineries of the Connecticut Wine Trail your thing?
Then be sure to check-out our list of our favorite vineyards, statewide.

58) Connecticut Breweries

There are over 60 craft breweries in our tiny little state!
Head to any of the best Connecticut breweries and order a flight to experience one of our favorite science experiments!

59) Connecticut Maple Syrup Farms

This early spring activity is a New England tradition. And Connecticut maple syrup is some of the best produced, in our opinion.

60) How to Celebrate Fall in Connecticut

pumpkin patch in the fall in CTAs a New England inn, guests often ask us for top recommendations for exploring Connecticut in the fall.
For most guests, the most important thing is seeing the Connecticut fall foliage. Hence why we’ve written a list of our favorite Connecticut fall foliage driving routes.
Don’t miss our list of the best fall fairs and festivals in Connecticut. You’ll also enjoy our list of the best places to do typical Connecticut fall activities, like apple picking at Connecticut orchards.

61) Things to Do in Greenwich, CT, in the Winter

Are you planning on making a winter trip to Greenwich?


Greenwich and Connecticut in general still offers a New England getaway without the drive, or the need to figure-out how to ski.

Be sure to read our guide to planning a romantic winter getaway to Greenwich to start daydreaming!

Greenwich & Fairfield County Events to Experience

With a multitude of Fairfield County events taking place throughout the year, it can be difficult to choose which ones to attend.
That’s why we’ve compiled a list of some of our favorites!
See the full list and our calendar of Greenwich events, but top picks include:

  1. Focus on French Cinema
  2. Greenwich Town Party
  3. Bruce Museum Outdoor Spring Crafts Festival
  4. Greenwich International Film Festival
  5. Greenwich Wine and Food
  6. Outdoor Fall Arts Festival at the Bruce Museum
  7. Greenwich Holiday Stroll and Fair
  8. Greenwich Polo Club matches
  9. Labor Day Weekend

Some of our favorite annual events in the rest of Fairfield County (and nearby) include:

  1. Norwalk Oyster Festival
  2. Caramoor Summer Music Festival in Katonah
  3. Harvest Fest in New Canaan
  4. Oktoberfest at Bear Mountain

Where’s the Best Place to Stay in Greenwich, CT?

That’s easy!

staying in a romantic suite with a hot tub is one of the most romantic things to do in Greenwich, ConnecticutThe Stanton House Inn is a Greenwich, CT, bed and breakfast inn. We offer all sorts of cozy Greenwich accommodations. From romantic honeymoon suites (some with whirlpool tubs in the room) to spacious historic guest rooms, we have you covered.

Our serene bed and breakfast inn is close to everything in downtown Greenwich. The Inn’s common areas are an opportunity to explore the inside of a beautiful historic Greenwich mansion. The outdoor swimming pool, patio, and gardens surrounding our bed and breakfast are also a popular attraction in the warm months.

Be sure to explore our list of CT vacation packages to plan a romantic weekend getaway in Greenwich, Connecticut.