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First dates can be awkward, a little scary and, worst of all, sometimes quite dull. Instead of the usual dinner and a movie, or an evening spent at a bar, why not take in a ball game, or better yet, go somewhere you can play a game? How about a picnic in the shade of a castle, or a night at the theater, or an afternoon with Mark Twain?
All mamas deserve a romantic night with the one they love.
New canaan & darien
We have created a guide to the best date night restaurants throughout Fairfield County. Since our loyal readers live all over, we have listed top restaurants from each area throughout our county. We have included some of the most romantic spots, as well as those more casual places where the food speaks for itself. No matter what type of cuisine you and your partner love, this guide will help you find your next favorite date night eatery. We hope you can use this guide and venture out of your comfort zone and start tasting what Fairfield County restaurants have to offer.
As always please support our sponsors! Via Sforza is a family-owned and operated Trattoria featuring authentic Italian cuisine and ambiance. Celebrating over 28 years in business, Via Sforza continues to be the perfect choice for your next date night! With over options, the bar also offers more than 40 varieties of Mezcal, an extensive wine list, and top-shelf liquors. They offer s afe space dining and an all-season patio with heaters. Boca Oyster Bar is a premier waterfront restaurant and event venue located at Steelpointe Harbor.
The large space includes a four-corner bar, multiple dining areas, a warming fireplace, and a massive patio with a festive outdoor bar, all overlooking Bridgeport Harbor and the passing Port Jefferson Ferry. Boca Oyster Bar is a popular place for private and city events and home to many luxury boat shows. They offer s afe space dining with a large spacious dining room and an all-season patio with heaters limited patio during winter.
Metro features elevated Mediterranean and American tavern fare, creative cocktails, live music, and a fabulous private event room with its own bar. They offer s afe space dining and have a seasonal patio.
Lugano Wine Bar and Salumerianamed after the only Italian speaking town in southern Switzerland, is an exciting restaurant and bar with a stunning de aesthetic. The innovative menu includes a large Italian tapas selection and seasonal pasta, market-fresh fish, and meat specialties. They offer s afe space dining with a large spacious dining room and heated patio — weather permitting. Inspired by classic Italian ingredients and preparations, Spiga features small plates and antipasti boards featuring a selection of first date restaurants Connecticut and cheeses to entrees made with free-range poultry, sustainable seafood, and all-natural meats.
Vibrant sal are made with local organic greens and seasonal produce. The beautiful custom zinc bar is the centerpiece of the restaurant, where an extensive wine by the glass selection and a comprehensive reserve bottle list, with varietals from Italy and beyond can be enjoyed. The craft cocktail menu offers classic drinks with a contemporary spin.
Molto is a high energy gathering place punctuated by its foot Carrera marble top bar, which features an extensive wine program and spirited cocktail menu. Molto is famous for its square brick oven pizza, fresh mozzarella, seasonal sal, and paninis. Enjoy a variety of salumi and formaggi, Italian tapas, and hearty classic Italian fare from penne ala vodka and gnocchi Bolognese to chicken parmigiana and veal Sorrentino. Or, take a break during your busy day and us for a perfect espresso and a tiramisu. They offer s afe space dining with an all-season patio with heaters.
Table — Fine wines, small plates, and rustic pizzas and pasta dishes make you feel like you are right there in Tuscany. Prime — An American kitchen and bar serving up a curated raw bar, world-class sushi, and USDA Prime day dry-aged beef paired with enhancements as well as classic steakhouse side dishes and fantastic modern creations.
You might want to turn this date night into an overnight stay! Eastend — A vibrant restaurant featuring upscale American dishes and craft cocktails in a contemporary space. Zaza — This Italian gastropub is creating delicious tapas in a lively atmosphere. Kashi — Innovative sushi rolls, hibachi, and sake bar in a fun space. Tequila Mockingbird — Serving fresh, authentic Mexican cuisine in a friendly, upbeat, and eclectic environment. Elm — Located in the heart of New Canaan, they are serving up modern American cuisine.
Uncorked — Offering fresh, locally sourced, organic ingredients and creating unique small plates and entrees in a relaxed, laid-back, and fun locale. Roger Sherman Inn — Small, quaint, and classy. The perfect excuse to leave the kids at home and wear that little black dress!
Sushi 25 — Fresh and delicious sushi rolls and platters. You can also order online if you feel like staying in.
Ten Twenty Post — A casual and contemporary oyster bar serving classic New England comfort food and bistro classics. Locali — Amazing pizza in an intimate setting for a date night with your partner or the whole family. Public Wine Bar — Featuring a sophisticated dining experience ranging from exquisite lunch options and an elegant dinner menu to a wide variety of wine options from the California sun to the Tuscan countryside.
Nearly all menu items come from within Connecticut or close by.
Kazu — An excellent place for delicious sushi and cocktails for first-timers or regulars looking to expand their palette. Tavern at Graybarns — An intimate dining experience that highlights New American cuisine assimilating flavors and techniques from traditional American cooking. The Gray Goose — A great mix of charm and attitude. Everything is made with delicious, healthy, and organic ingredients.
Stick around for live music on Friday nights. Everything on their menu is made from scratch. The burrata is a must-have!
The Sinclair — This new hot spot has an extensive range of diverse small plates, kettle-cooked seafood, seasonal local vegetables, quality braised meats, and delicious craft cocktails or wine. Sakura — An excellent place for Hibachi with steak, seafood, and chicken prepared in front of you on the grill tables.
Such a fun experience! Bodega — A modern Mexican restaurant with an urban beach vibe. They make outstanding margaritas and irresistible Baja tacos! You can also visit them downtown Darien. Additional locations are in Norwalk and Stamford. The Cottage — A warm and welcoming hot spot serving hand-crafted American dishes inspired by cultures around the world.
The Olde Bluebird Inn — If you want to skip the traditional date night dinner, this quaint spot is the perfect place to go for brunch. They specialize in freshly cooked home-style breakfast and lunch. Bianco Rosso — A stylish and trendy spot with outstanding Italian food. You can also visit them in Trumbull.
Cactus Rose — Enjoy a fresh and creative fusion of Latin American cuisine along with a fantastic handcrafted margarita. Make sure to try their OMG roll! Schoolhouse at Cannondale — Offering a creative and contemporary take on American cuisine in a quaint one-room schoolhouse with views overlooking the bucolic river outside. The Sitting Duck Tavern — This American neighborhood tavern serves up mouthwatering food and fabulous drinks. Biagio Osteria — The place to go to love, laugh, and eat traditional Italian style cooking.
Prime One Eleven — An extensive menu that offers everything from a raw-bar, artisan grilled pizzas, sandwiches, and so much more! Kama Sushi — All you can eat sushi made first date restaurants Connecticut just for you!
Barn Door — Enjoy bold dishes that start with fresh ingredients because they believe fresh food is at the heart of delicious food. Red Rooster Pub — A rustic barn that serves excellent food. It can be a family night out or a casual first date restaurants Connecticut night with your love. Lucas Local Oyster Bar — This seafood tavern makes its raw bar, open wood-fired kitchen, and craft bar a fun gathering place.
Kolam — A flavorful Indian restaurant and takeout offering a real authentic experience. Thai Delight — An excellent spot for traditional Thai cuisine. Dine-in or take out! Sal e Pepe — A contemporary Italian bistro serving fresh, imaginative, and delicious food. Red Lotus — Serving up the healthiest versions of hand prepared Asian cuisine. Lawrence Downtown — Serving great food, craft beer, cocktails, and an atmosphere that makes you feel at home. Putnam House — A unique dining experience with great food, great beer, and a great time.
La Zingara — An intimate local farm-to-table Italian eatery with many dedicated customers. Mariposa Taqueria — Formerly known for Mezon, the Reyes family awaits you with open-armed generosity and a new flavor-forward menu of Latin-inspired plates. Bambu — A hibachi and sushi restaurant and bar with a diverse menu influenced by Chinese, Japanese, and Thai cuisine. We want to show our readers all the great date night restaurants available right here in Fairfield County. Partnering with us allows your location greater visibility with a large targeted market of local families.
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