What to do and see in Old Greenwich, United States: The Best Places and Tips

September 17, 2017 Misti Hsu

Old Greenwich is a neighborhood/section and census-designated place in Greenwich in Fairfield County, Connecticut, United States. As of the 2010 census it had a population of 6,611. It was founded in 1641. Old Greenwich has become extremely popular for home buyers and currently ranks at 7th place among the nation's wealthiest communities in an annual Bloomberg report published March 5, 2018, "America's 100 Richest Places".
Restaurants in Old Greenwich

1. Greenwich Point Park

Old Greenwich, CT 06870 +1 203-622-7817
Excellent
64%
Good
28%
Satisfactory
0%
Poor
1%
Terrible
7%
Overall Ratings

4.5 based on 56 reviews

Greenwich Point Park

Reviewed By Happado - Greenwich, Connecticut

We go to Greenwich Point at least once a week during the summer and pretty frequently the rest of the year. Mornings are particularly special there.

This is a gem in a beautiful community. The beach is good as are the picnic areas. Simply riding a bike or strolling around the point are our favorite things. Sitting on the sea wall and enjoying the sights is a simple pleasure that should also be enjoyed.

If you are visiting Greenwich and want to go, plan ahead. You need a pass and need to buy one during the week.

2. Bruce Museum

1 Museum Dr, Greenwich, CT 06830-7100 +1 203-869-0376
Excellent
56%
Good
35%
Satisfactory
8%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 173 reviews

Bruce Museum

Explore Art and Science at the Bruce Museum in Greenwich, Connecticut.The Museum is open Tuesday through Saturday from 10 am to 5 pm and Sunday from 1 pm to 5 pm; closed Mondays and major holidays. Closing at 3 pm the eve before Christmas and New Year's Day.

Reviewed By GettinOn - New York, NY

The Bruce is a modest museum over all, and it is subdivided to provide space for two or three adult art exhibitions, a natural history section, and children's attraction spaces.

Rather than being a smorgasbord of not-quite satisfying morsels, however, the site is consistently delightful with bite-sized showcases and at least one or two mind-filling courses.

Examples will vary. We've visited to view drawings of big cats, many featured on Hermes scarves; African American quilts; Paris paintings featuring the city during its period of public lighting improvements; and most recently the current exhibition of Toulouse-Lautrec works on loan from the Herakleidon Museum.

Regardless of the specific current draw, there is large single room devoted to an interesting lesser-known artist - and a number of dinosaur-related enticements for youngsters. During warm weather, the grounds offer picnic possibilities amid prehistoric beast sculptures.

In short, this is a fun place for adults, kids and families.

3. Stamford Museum & Nature Center

39 Scofieldtown Rd, Stamford, CT 06903-4096 +1 203-322-1646
Excellent
63%
Good
33%
Satisfactory
3%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 257 reviews

Stamford Museum & Nature Center

Seasonal fun awaits you at the Stamford Museum & Nature Center. The 118-acre property is home to Heckscher Farm, an 18-acre working farm; Overbrook Nature Center; the Bendel Mansion, with changing exhibitions and pieces from the Museum’s permanent collection; an otter pond; Nature’s Playground; the Stamford Observatory; Animal Embassy; and more than 80 acres of hiking trails. The Wheels in the Woods Trail provides a universally accessible nature trail. Come discover, learn, and enjoy!

Reviewed By AdvancedCake - Thornwood, New York

Have made the 30 minute drive several times in the past year, with kids, well worth it. The outdoor animal enclosures and indoor exotic animal exhibit are usually our first stops. The excellent wooden playground with slides of various sizes is usually how we end the visit. The hiking trails are fun too, time permitting.

4. Capitol Theatre

149 Westchester Ave, Port Chester, NY 10573-4549 +1 914-934-9362
Excellent
70%
Good
23%
Satisfactory
2%
Poor
4%
Terrible
1%
Overall Ratings

4.5 based on 136 reviews

Capitol Theatre

Reviewed By ToireS - Cape May, New Jersey

Can't really begin to say how wonderful this theater is for live music. Spacious seating, good lighting and absolutely spectacular sound. Only negative comment is a timing issue-if there's an opening act-it would be nice to have that clearly advertised particularly if the main act won't come on for almost an hour and a half past show time. I have a feeling it's probably standard procedure for this venue but it's something a first timer wouldn't be necessarily be aware of and would like to know. That aside, I can guarantee that one concert here will keep you coming back for more!!!

5. Darien Library

1441 Post Rd, Darien, CT 06820-5419 +1 203-655-1234
Excellent
90%
Good
5%
Satisfactory
5%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 17 reviews

Darien Library

Darien Library is a Library Journal Five Star Library. We are among the busiest public libraries in the state, with over 1,300 people visiting on an average day. Aside from books and movies, we offer free WiFi, computers, programs for all ages, meeting rooms, a Business Center, a Digital Media Lab, and helpful staff to answer your questions. The building is award winning, so stop by today!

Reviewed By Patty G - Darien, Connecticut

Thinking libraries were becoming obsolete, I held off for way too long before finding an excuse to visit this library. Actually took my 5 year old grandson to look for some books for sleepover weekend. What a pleasant surprise! The children's area was bright, and very inviting. And there was a cafe for lunch. We also spent time outside, sitting and reading by the fountain. Drive thru drop off for return of books. Easy, spacious and attractive. Will visit more often!

6. The Philip Johnson Glass House

199 Elm St, New Canaan, CT 06840-5321 +1 203-594-9884
Excellent
82%
Good
15%
Satisfactory
1%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 158 reviews

The Philip Johnson Glass House

Reviewed By jdms33 - Monroe, Connecticut

Finally made the trip and so glad we did. The property and facilities are just stunning. We did a self guided tour and really enjoyed it. The docents are all very knowledgeable and there was someone at every location ready to answer questions and/or share their knowledge of the property and people associated with it.

My favorite building on the property was the sculpture building...less about the collection, although it was nice, but much more for the architecture of the building and the lighting through the glass roof.

My least favorite was the painting gallery.

The glass house itself is absolutely unique and while it is consistently referred to as the crown jewel of the property I found a number of the other buildings much more interesting as well as the stories about the grounds....which all look very natural but apparently are as well thought out as the structures on the property.

7. Cove Island Park

Weed Avenue, Stamford, CT 06901 +1 203-977-4140
Excellent
56%
Good
36%
Satisfactory
6%
Poor
2%
Terrible
0%
Overall Ratings

4.5 based on 150 reviews

Cove Island Park

Reviewed By DickandPaulineP - Worcester, Massachusetts

We were babysitting our great granddaughter and took our granddaughters car that has a season pass on a Monday, otherwise $25 parking fee in season, Plenty of walking/biking/running trails and their is a tram (free) that seems to run about every 15 minutes to take you to different parts of the park. Nice playground for kids and the snack bar has a nice menu and plenty of snacks and drinks for sale. The beach itself is clean but the waters edge is covered with lots of crushed/broken seashells so be sure and bring foot protection. Also there is a good foot+ drop from shallow edge to water so be careful with kids, Lots of shade spotsb ut bet they go quickly on a weekend. Overall a very good place to spend a day or evening.

8. Greenwich Avenue

Greenwich Ave., Greenwich, CT 06805 +1 203-622-0774
Excellent
48%
Good
38%
Satisfactory
11%
Poor
2%
Terrible
1%
Overall Ratings

4 based on 177 reviews

Greenwich Avenue

Greenwich's main street is filled with upscale shops and restaurants.

Reviewed By VTwelltravelled - Middlebury, Vermont

I grew up nearby but hadn't been back in a few years - lots of nice boutiques have been added including stores like Velvet. In short, Saks is still there, many fine jewelry stores and high end boutiques that make this a fun/fancy place to shop or just walk up and down. Also fun to car spot as the avenue doubles as a Porsche/Range Rover parking lot so you don't have to go to a dealership to see every exotic car in existence!! That part has changed since I was a kid!

9. Bush-Holley House Museum

39 Strickland Rd, Cos Cob, CT 06807-2727 +1 203-869-6899
Excellent
55%
Good
30%
Satisfactory
15%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 20 reviews

Bush-Holley House Museum

A 19th-century boarding house where artists rented rooms and where the first Impressionist art colony in the United States was established.

Reviewed By robcurtross - New York City, New York

Although the guide did a wonderful job in explaining the complex history of this house, it is essential that you buy the guide to the house if you want to fully understand it.

There is a small but very interesting gift shop, and we found the history of the slaves and the room that they probably lived in one of the most moving parts of our visit.

Another high point was the extraordinary number of paintings that were done in the house and featuring the exact rooms ofthe house. That begins as soon as you walk in the door and you see a young girl in a painting looking at the staircase that you are seeing in real life.

Very much worth while to both of us.

101 W Putnam Ave, Greenwich, CT 06830-5328 +1 203-622-7947
Excellent
60%
Good
40%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 15 reviews

Flinn Gallery

Reviewed By NEasternUSA - New England

A separate gallery space in the Greenwich Library. This allows higher quality items to be exhibited, but gallery is not open all library hours. A lot of work goes into their exhibits which draw on artists from around the country. Opening receptions are well done with a dedicated kitchen for the gallery.

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