Old Greenwich Food Guide: 10 Must-Eat Restaurants & Street Food Stalls in Old Greenwich

April 14, 2018 Osvaldo Hartline

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".
Things to do in Old Greenwich

1. Mediterraneo

366 Greenwich Ave, Greenwich, CT 06830-6523 Takeout, Reservations, Outdoor Seating, Seating, Waitstaff, Wheelchair Accessible, Serves Alcohol, Full Bar Italian, Seafood, Mediterranean, Vegetarian Friendly, Vegan Options, Gluten Free Options Lunch, Dinner, Late Night SGD 26 - SGD 66 +1 203-629-4747
Excellent
55%
Good
35%
Satisfactory
8%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 217 reviews

Mediterraneo

The colors and flavors of the Mediterranean come to life at Mediterraneo, located on the exclusive Greenwich Avenue in the heart of Greenwich, Connecticut. Bathed in the soothing tones of sand and sea, the restaurant features an inviting outdoor terrace and a contemporary dining room where soft, undulating lines mirror ocean waves. This elegant nautical theme is carried over to the menu, which highlights fresh, succulent seafood as well as elevated Italian favorites

Reviewed By Summersnuggles - Greenwich, Connecticut

We all went for a family dinner for a Christmas lunch the day after.
I had the lentil soup and chicken Milanese which was very good.
Kathy had a Caesar salad and the ravioli with mushrooms. It was outstanding.
Andrew had the Bronzino which he said was great.
Brian and Chris had the chicken Milanese as well.
Good service.

2. Upper Crust Bagel Company

197 Sound Beach Ave, Old Greenwich, CT 06870-1711 Takeout, Reservations, Seating, Wheelchair Accessible American, Cafe Lunch SGD 3 - SGD 13 +1 203-698-0079
Excellent
52%
Good
41%
Satisfactory
0%
Poor
7%
Terrible
0%
Overall Ratings

4.5 based on 39 reviews

Upper Crust Bagel Company

Reviewed By vicki_maddocks2 - Old Greenwich, Connecticut

Excellent bagels and fast service make this a winner! Has all varieties and then some. Great service by the staff who are under pressure. Can get very busy particularly at weekends with a line that goes outside the door. Sometimes you need to be patient but it's worth the wait! Also does catering.

3. Cafe Silvium

371 Shippan Ave, Stamford, CT 06902-6010 Takeout, Reservations, Seating, Waitstaff, Parking Available, Wheelchair Accessible, Serves Alcohol Italian, Vegetarian Friendly, Gluten Free Options Lunch, Dinner SGD 26 +1 203-324-1651
Excellent
72%
Good
23%
Satisfactory
3%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 345 reviews

Cafe Silvium

Reviewed By Pina B - Stamford, Connecticut

Being one-hundred percent Italian you can find it hard to dine out for Italian food. Like most Italian/Americans we know the true authenticity of our ancestor cuisine. You can't fool our palette. Café Silvium is like visiting your grandmother's kitchen. The food is authentic and delicious, so bring your appetite. You cannot make reservations so get there early so your not waiting for a table.

4. Valbella

1309 E Putnam Ave, Riverside, CT 06878-1500 Reservations, Private Dining, Seating, Waitstaff, Parking Available, Valet Parking, Serves Alcohol, Full Bar, Wheelchair Accessible Italian, Vegetarian Friendly, Gluten Free Options Lunch, Dinner SGD 66 - SGD 66 +1 203-637-1155
Excellent
60%
Good
17%
Satisfactory
13%
Poor
5%
Terrible
5%
Overall Ratings

4 based on 135 reviews

Valbella

Valbella, which since 1992 has been a celebratory place and a regular haunt for the locals who pack it most nights of the week both for its sumptuous food and its astonishing wine cellar, containing 1,450 selections and 16,000 bottles. <br>Downstairs in the wine cellar is where many people hold private parties of various sizes,and what a splendidly beautiful room it is, done in polished wood, with a lovely fireplace, the tables impeccably set, the stemware thin, the temperature geared to the maintenance of the wine. <br>Also an outstanding feature of the wine cellar is a heated granite table that can accommodate up to sixteen guests.

Reviewed By Carl J - Miami Beach, Florida

Have been to both the Riverside and NYC spots several times over the years. Riverside (Greenwich) starts off with the live reservation process--which is gruff. From a business standpoint--the bar seats maybe 5-7 people at best--very cramped for a business dinner--Bartender is old school and terrific.
Guests brought a special bottle of wine(1st growth Bordeaux) and were told --no corkage fee and not allowed. Their wine list is extensive and 3X of reality. Service was good not great--seating in wine cellar for dinner is a treat and a highlight. The food is good but not great as their parallel prices which again, are artificially high.

5. Le Fat Poodle

20 Arcadia Rd, Old Greenwich, CT 06870-1721 Reservations, Seating, Waitstaff, Wheelchair Accessible, Serves Alcohol French, Vegetarian Friendly Dinner, Lunch, Brunch +1 203-717-1515
Excellent
43%
Good
39%
Satisfactory
13%
Poor
4%
Terrible
1%
Overall Ratings

4 based on 66 reviews

Le Fat Poodle

Reviewed By Rcdown78 - Hobe Sound, Florida

We have eaten a number of times at the Poodle's sister restaurant, The Penguin, and like it very much. So we came here with reasonably high expectations...and we were not disappointed. We ate outside and when the weather began to change we were graciously offered an inside table. We had excellent appetizers and then different fish four entree. Everything was well prepared and the waiters were well informed and professional. All in all, a good and high quality relative of the Penguin!

6. Brasitas

954 E Main St, Stamford, CT 06902-4111 Reservations, Seating, Waitstaff, Wheelchair Accessible, Serves Alcohol, Full Bar, Parking Available, Valet Parking Latin, Vegetarian Friendly, Gluten Free Options Lunch, Dinner, Late Night +1 203-323-3176
Excellent
65%
Good
25%
Satisfactory
6%
Poor
3%
Terrible
1%
Overall Ratings

4.5 based on 263 reviews

Brasitas

Reviewed By jack M - New York City, New York

First visit. Found it just by looking for "different" restaurants in the Stamford/Greenwich area. Very glad to have chosen this one.
Portions are small but quite delicious and satisfying. Good cubano sandwiches, tasty empanadas, good burritos and fairly good arroz con pollo (a bit scarce on the pollo). Prices reasonable. Very nice ambiance but with tables too close together. Clean restrooms (always a sign of civility). Staff could be more pleasant. Will certainly come again given opportunity.

7. Pomodoro Pizzeria & Trattoria

1247 E Putnam Ave, Riverside, CT 06878-1522 Delivery, Takeout, Seating, Waitstaff, Parking Available, Street Parking, Free Off-Street Parking, Television, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Wine and Beer, Accepts American Express, Accepts Mastercard, Accepts Visa, Free Wifi, Accepts Discover, Accepts Credit Cards Italian, Pizza Lunch, Dinner SGD 4 - SGD 33 +1 203-698-7779
Excellent
44%
Good
36%
Satisfactory
15%
Poor
1%
Terrible
4%
Overall Ratings

4 based on 69 reviews

Pomodoro Pizzeria & Trattoria

Pomodoro Pizzeria & Trattoria boasts a creative, extensive menu of over 200 high quality items in classic & progressive Italian cuisine, not to mention authentic brick oven pizza.

Reviewed By Chad and Sue A - Irvine

Found this gem in a strip mall on the Post Rd. just up from the Greenwich Regency Hyatt where we were staying. Ended up eating there three times during our one week stay. The food was amazing every time. Try the Bragoli special and the stuffed pasta with Oso Buco Ragu and finish with a great Cannoli! Love this place!

8. Winfield's - Hyatt Regency Greenwich

1800 E Putnam Ave, Old Greenwich, CT 06870-1320 Reservations, Seating, Waitstaff, Parking Available, Valet Parking, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Full Bar American, Gluten Free Options Breakfast, Lunch, Brunch, Dinner SGD 52 - SGD 79 +1 203-409-4400
Excellent
41%
Good
34%
Satisfactory
16%
Poor
5%
Terrible
4%
Overall Ratings

4 based on 118 reviews

Winfield's - Hyatt Regency Greenwich

Reviewed By OurCaptiva

I love the interior courtyard, but the ambiance is better than the food. Nice environs for events, pictures, low key visit with family. Just be ready for overpriced, under value fare. But, the atmosphere is worth the sacrifice. Great location and convenient to both Greenwich and Stamford.

9. Applausi Osteria Toscana

199 Sound Beach Ave, Old Greenwich, CT 06870-1745 Reservations, Seating, Waitstaff, Serves Alcohol, Wheelchair Accessible Italian Dinner, Lunch +1 203-637-4447
Excellent
49%
Good
29%
Satisfactory
14%
Poor
7%
Terrible
1%
Overall Ratings

4 based on 68 reviews

Applausi Osteria Toscana

We welcome you to the Applausi Osteria. It is our pleasure to show you our restaurant and look forward to serving you with our fine food and service. Please come and join us for dinner in our beautifully appointed dining room. Also, Applausi Osteria specializes in on and off premise catering including corporate functions, rehearsal dinners, large and small weddings, formal and casual cocktail parties, Dinner Parties and Holiday Parties and all of your catering needs. See you soon. Grazie,

Reviewed By jakeDVermont - New York City, New York

We wanted something a little different than our usual places, and Applausi satisfied us quite well. The service is attentive, and our dishes were well prepared. Where so many restaurants can be deafeningly loud, Applausi is pleasantly quiet, so a perfect place for a romantic...MoreHi Jake, Thank you for the great review! We sincerely appreciate your kind words as well as your business! We hope to see you again soon!

10. Columbus Park Trattoria

205 Main St, Stamford, CT 06901-2918 Reservations, Outdoor Seating, Seating, Waitstaff, Wheelchair Accessible, Serves Alcohol, Full Bar Italian, Gluten Free Options, Vegetarian Friendly Lunch, Dinner, Late Night SGD 39 - SGD 66 +1 203-967-9191
Excellent
64%
Good
26%
Satisfactory
6%
Poor
3%
Terrible
1%
Overall Ratings

4.5 based on 238 reviews

Columbus Park Trattoria

In the heart of downtown Stamford, Columbus Park is the destination for those who appreciate fine Italian cuisine. One of three family-owned restaurants in Fairfield County, Columbus Park was voted “Best Italian Restaurant in Stamford” and consistently receives high ratings from food critics. Known for its chicken Scarpariello, home made pastas, fine service and artwork, Columbus Park can accommodate private events with up to 65 people in its private dining room, overlooking the greenery of Columbus Park. An added benefit is the outdoor seating that allows “al fresco” dining. When in the mood for elegantly prepared Italian food with exceptional ingredients, visit Columbus Park. With an extensive wine list, warm service and beautiful décor, you’ll be assured of a wonderful dining experience.

Reviewed By worldtravelerT1820IO - New York City, New York

It's when something good happens even thought it wasn't planned, like what happened when Christopher Columbus thought he was sailing to India. So back to Columbus Park. We tried getting into what is now listed as the best restaurant in Stamford but didn't want to...MoreThank you so much, we are so glad you enjoyed all the food and service!! Come back soon!!

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