Westport, CT Dining

I’m certainly not a restaurant critic but as a Westport realtor, I often have the opportunity to dine out in town. Below I have listed some of the dining spots that Westport is known for. It’s just a small sampling and not just for foodies. But if you’re moving to town, it will give you a place to start. Bon appétit!

Upscale Dining

The Dressing Room

25 Powers Court
Westport, CT 06880-3621
Adjacent to the Westport Country Playhouse, theater goers and locals alike enjoy the "homegrown" American fare with a focus on heirloom recipes from New England. After all, Paul Newman founded it, so you have to at least check it out.

Tavern on Main

146 Main Street
Westport, CT 06880
This is where we were sitting when we decided to move to town. It's cozy, warm and festive. Three fireplaces and an outdoor patio overlooking Main Street make this a good choice no matter the season.


43 Main Street
Westport, CT 06880-3402
Great reviews, and right in downtown Westport. Brick oven pizzas or more elegant cuisine with a Mediterranean flair are offered. It's a nice spot to meet for a lady's lunch in downtown Westport.


260 Compo Road S
Westport, CT 06880-6535
Beautiful views with a Pacific Rim menu at Longshore Country Club.


233 Hillspoint Road
Westport, CT 06880-6620
Small, intimate Italian restaurant on the Post Road.

Tai Pan

376 Post Road E
Westport, CT 06880-4402
Asian Fusion in a cool atmosphere.

Casual Dining

Bobby Q’s BBQ

42 Main Street
Westport, CT 06880
Great meeting place downtown for ribs and a brew.


36 Railroad Place
Westport, CT 06880-5912
A classic in Westport. Some say it's for old-timers but it goes on and on. Steak, prime rib and southern Italian fare. Bring the family or sit at the bar and watch the game. It’s loud, bustling and friendly. Right at the train station in Saugatuck, commuters flock in for after-work drinks.

Mansion Clam House

541 Riverside Avenue
Westport, CT 06880
New England seafood in Saugatuck.

Viva Zapata

530 Riverside Avenue
Westport, CT 06880-5702
Mexican fare, with great margaritas and a nice outdoor terrace.


680 Post Road E
Westport, CT 06880-4520
One of the most successful restaurants in Connecticut because it's consistent and fun with hibachi-style, sushi or table service. Great for family birthdays. Little kids are always entertained.

Quick Eats

Crumbs Bake shop

40 Post Road E
Westport, CT 06880-3407
Near the library by Jesup Green. Great bakery and coffee.

Coffee An' donut shop

343 Main Street
Westport, CT 06880-2417
Homemade donuts everyday. Tiny and crowded but the donuts are to die for.

Swanky Frank’s

1050 Post Road E
Westport, CT 06880-5369
Great chili dogs, burgers and shakes on the Post Road.

Westport Pizzeria

107 Main Street
Westport, CT 06880-3417
A downtown classic. Kids meet for a quick slice and a soda.


Cathy Blount is a Fairfield County realtor specializing in Westport, CT homes. She is a top-producing real estate agent for The Riverside Realty Group in Westport. As a Connecticut real estate agent she also works with real estate clients buying and selling Fairfield County homes in Weston, Fairfield, Southport, Norwalk, Rowayton, Darien, New Canaan and Greenwich. She is available to consult with clients interested in Fairfield County properties seven days a week and can be reached through e-mail or by phone at 203-858-8710.