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Eat, Drink and Be Merry

A roundup of Fairfield and Westport Nightlife

photograph courtesty of Rizzuto's

Hit the town with these hip bars and trendy new restaurants throughout Fairfield and Westport. Whether it’s a cozy corner to catch up with an old friend, or a packed bar scene where martinis are overflowing, you’ll be sure to have a night to remember.


The Gray Goose

246 Old Post Road
Southport, CT

Located in the heart of Southport, the outside décor of this restaurant may give off the impression of a cozy British pub. Don’t be fooled, from the gourmet food to the creative cocktails, visiting the Gray Goose offers a sophisticated and elegant experience attractive to the most diverse of crowds. Stop by during the week for a signature mojito by the bar in delicious flavors like vivacious Orange Citrus to the sweeter choice of Strawberry, Raspberry and Blueberry to try. Feel like enjoying the last of these warm nights? After finishing your meal, grab a Crop Organic Cucumber Martini and head outside to mingle with the crowd that drastically ranges when it comes to attire. (We mean anything!)

55 Wine Bar & Restaurant

55 Miller Street
Fairfield, CT

Who doesn’t enjoy a glass of wine (or two) to wind down the evening? 55 Wine Bar offers a list of both reds and whites that will make even the most selective wine aficionado happy. Looking for a lively venue to catch up with a good friend? Grab a seat at the bar where the atmosphere is quiet enough for a great conversation. Feel like dancing the night away? 55 Wine Bar offers live music every Friday from 10:30 pm to 1:30 am.


2316 Post Road
Fairfield, CT 06824

Set in an atmosphere of casual elegance, Martel serves as a great spot for a hearty meal, quick sandwich or drinks for a fun night out. Always packed, Martel’s bar scene attracts an older crowd of business people hosting their biggest clients. The dinner menu encompasses a classic French flavor mixed with American tastes. From their buttery seared scallops to their braised short ribs there is something on the menu for all palettes. Don’t worry about booking a table in advance; Martel accepts reservations only for larger parties!


275 Old Post Road
Southport, CT 06890

Known for its creative and impeccable menu, Artisan in Southport offers both a lively dining scene and bar area for guests to enjoy. Under the instruction of Chef extraordinaire Frederic Kieffer each plate is cooked to perfection using fresh local and regional ingredients. Looking to have a couple of drinks rather than a full meal? Artisan’s Tavern is the place to go. Adjacent to the main room, the Tavern is complete with a U shaped bar and tables for drinks off a specified menu of well chosen global wines and a welcomed selection of bottled craft ales and several on draft. Not sure what to wear? The Artisan draws in a sophisticated and luxurious crowd very similar to their sister restaurant l’escale in Greenwich.



540 Riverside Avenue
Westport, CT

Nestled in downtown Westport, Rizzuto’s offers one of the heartiest happy hour menus in Fairfield County. From the heaping chicken Parmesan wedge sandwiches to the buttery truffle fries Rizzuto’s satisfies the hungriest customer. What better way to celebrate the end of another workday than with a drink special? Enjoy $4 beers, $5 cocktails and $7 speciality cocktails from 4-6pm. Join the groups of working men and women as they chow down and drink up.

The bar at Rizzutos in Westport before the busy happy hour begins

Spotted Horse Tavern

26-28 Church Lane
Westport, CT

One of the newest additions to Westport, the Spotted Horse Tavern is a neighborhood respite where folks gather over great food and drink. A collaboration from the same team behind Southport’s The Gray Goose Café, this trendy spot has been known to attract celebrities (Steve Sanders from 90210 is a fan) to longtime Westport residents. At night, the bar scene is consistently crowded as the tables are pushed over allowing more room for standing and socializing. Whether a Pomegranate Margarita is your style or the more adventurous Strawberry Lemonade Saketini, the Spotted Horse Tavern serves up delightful libations. Newly single? We hear the Spotted Horse is the perfect place to meet men and women of many ages.

Tarry Lodge

30 Charles Street
Westport, CT
(203) 571-1038

The love child of renowned Chefs and restaurateurs Mario Batali and Joe Bastianich, Tarry Lodge is an experience you won’t forget. The restaurant is sister to the well-known Tarry Lodge that opened in Port Chester more than three years ago. While the food is divine, the bill is reasonable which explains why so many young couples choose to dine there. The dining area is long and narrow, which attracts many Westporters to drink and dine at the bar. Both l-shaped bars are near the entrance with one facing the pizza oven giving off a warmth and cozy feel. Order an insalate of octopus to pair with your cocktails or nibble on a pizza of goat cheese, pistachios, red onion and truffle honey as you sip on delicious wines.

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