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Best Restaurants for Outdoor Dining in Fairfield

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15 restaurants available nearby

A photo of Terrain Cafe – Westport restaurant
4.7
Exceptional(2953)
Price: Moderate
• Contemporary American • Westport
Booked 85 times today
Terrain’s greenhouse cafe offers seasonally inspired brunch and dinner menus, alongside a thoughtfully curated beverage program. Our dedicated culinary team works closely with purveyors to ethically source fresh, high-quality ingredients that lay the foundation for our nourishing dishes. Each cafe's unique and deliberately designed environment blurs the line between indoor and outdoor spaces, providing an inspiring dining experience every time. Our Westport cafe offers a full-service bar featuring small bites, seasonal cocktails, and a robust yet approachable wine list.
A photo of Artisan restaurant
4.7
Exceptional(1722)
Price: Expensive
• Contemporary American • Southport
Booked 33 times today
Artisan serves New England inspired farm to table cuisine. Located adjacent to the new Delamar Southport hotel, Artisan sets itself apart by offering a menu and an environment that is both refined and relaxed.
A photo of Blackstones Grille restaurant
4.4
Awesome(941)
Price: Expensive
• Steakhouse • Southport
Booked 14 times today
With decades of experience, Blackstones Steakhouse Group is proud of its impeccable service, ambiance and extraordinary food. From juicy cuts of dry-aged steak, and the freshest seafood and raw bar, Blackstones maintains its reputation on offering the ultimate dining experience. Only the best USDA prime beef is used and every cut is carefully dry-aged to provide the perfect concentration of taste, arriving at your table on a piping hot plate, sizzling with flavor. Join us every Thursday for our Classic Prime Rib Special! (Due to significantly increased demand for our "Prime Rib" special, reservations are required). Outdoor Dining - Patio will reopen September 2023! Perfect for football season
A photo of Boca Oyster Bar restaurant
4.0
Excellent(1077)
Price: Expensive
• Seafood • Bridgeport
Booked 6 times today
Located at Steelpointe Harbor, a new public realm consisting of a network of streets, open spaces, water views and harbor side strolling, Boca Mediterranean Oyster Bar will be your go-to destination for stunning water views and New England fare.
A photo of The Cottage restaurant
4.7
Exceptional(1637)
Price: Expensive
• Contemporary American • Westport
Booked 29 times today
THE COTTAGE, is a warm and welcoming new restaurant by Chef Brian Lewis, which embraces the local community and is greatly influenced by the artisan farmers and growers in our region. Chef Brian's creative take on American cooking offers an exciting menu of hand-crafted dishes, inspired by techniques and cultures from various regions around the globe. Our food, wine and signature cocktails are paired with gracious hospitality in a warm and cozy setting. We are deeply rooted in seasonality, focused on sourcing exceptional ingredients and creating a memorable experience for our guests.
A photo of Dockside Brewery restaurant
4.6
Exceptional(572)
Price: Expensive
• American • Milford
Booked 20 times today
Waterfront Brewery & Beirgarten, established in 2020, serving our award winning beer, extensive food menu highlighted with New Haven style pizza. Multi-level indoor/outdoor water view seating featuring an outdoor bar. Winner of best new restaurant, best outdoor bar and best beer menu.
A photo of Rizzuto's Oyster Bar and Restaurant - Westport restaurant
4.7
Exceptional(1466)
Price: Expensive
• Seafood • Westport
Booked 14 times today
Rizzuto's Oyster Bar and Restaurant - Westport, CT offers private and festive Igloo dining, as well as comfortable and inviting indoor dining. The restaurant combines a warm urban environment and genuine hospitality with market-fresh fish, it's Lobster Shack lobster rolls that were recently voted Westport's best, our signature crab cake, a raw bar, prime steaks, pasta, and Neapolitan wood-fired pizza. Rizzuto's focuses on seasonal ingredients, simple preparations and great value. Rizzuto’s is a community driven restaurant and gathering destination for everyone to enjoy a great dining experience.Located in the Saugatuck neighborhood of Westport, CT Rizzuto’s is across from the Saugatuck River. The restaurant boasts a large bar and lounge and the main dining room features an open kitchen and a grand stone fireplace. A large patio overlooks the Saugatuck neighborhood and the tranquil river.
A photo of Emmy Squared Pizza - Westport restaurant
4.1
Excellent(116)
Price: Moderate
• Pizzeria • Westport
Booked 15 times today
Offering quality ingredients and deliciously unique toppings, our signature Detroit-style pizza is marked by its square shape, crispy bottom, fluffy dough, cheesy "frico" crust, and signature sauce stripes. Our famed double-stack burger, the Le Big Matt, was named ‘#1 Best Burger in Nashville’ by The Tennessean and Nashville Lifestyles, voted one of ‘The Best New Burgers In NYC’ by Gothamist, and listed as one of the ‘20 Best Burgers in NYC’ by The Infatuation. The menu also highlights a selection of approachable salads, sandwiches served on pretzel buns, craft beers and cocktails, wine and our homemade frozen pomegranate margarita! Gaining critical claim and an ever-growing cult following, we have expanded the Emmy Squared brand with eight locations across New York City, Nashville, Philadelphia, Washington DC, and Louisville. In every neighborhood we join, our team is committed to contributing to the community and practice our company ethos of and unparalleled hospitality.
A photo of The Boathouse at Saugatuck Rowing Club restaurant
4.6
Exceptional(771)
Price: Very Expensive
• Contemporary American • Westport
Booked 5 times today
The Boathouse at Saugatuck is an exciting American seafood restaurant with panoramic views of the Saugatuck River. House in the Saugatuck Rowing Club, this Westport restaurant is situated on the second floor (elevator accessible) with indoor as well as limited outdoor dining on our covered deck and first floor water front terrace when weather permits.If you are not able to book on OpenTable, please call us at 203-227-3399 and depending upon availability, we may be able to accommodate you. We are limiting bookings to 90 minutes. If you are more than 15 minutes late your reservation is at risk. Please take travel time into account in order to be on time.We will make every attempt to honor reservation requests for our upstairs deck. However, due to limited seating outdoors, high demand and the ever changing weather, we cannot guarantee seating on the deck. Requesting "Outdoor Seating" on your OpenTable reservation does not guarantee a table is available at the time you request.
A photo of Arezzo Ristorante restaurant
4.3
Awesome(935)
Price: Expensive
• Italian • Westport
Booked 3 times today
Arezzo Ristorante is a culinary gem that invites you to savor the essence of Italian sophistication. With an ambiance reminiscent of a Tuscan villa, our restaurant transports you to a world where rustic charm meets modern elegance. Amidst warm, earthy tones and soft candlelight, you'll embark on a sensory journey through Italy's diverse regions. Our menu is a symphony of flavors, each dish crafted with passion and precision. From the first bite of our handmade pasta to the last sip of a carefully selected wine, every moment at Arezzo is a celebration of culinary artistry. Our restaurant is perfect for romantic dinners or memorable gatherings with friends and family. Arezzo Ristorante is more than a restaurant; it's a culinary sanctuary where tradition and innovation converge, where every plate tells a story, and where every guest becomes part of our extended family. Come, experience the magic of Arezzo and let your senses wander through the flavors of Italy.

See what locals rave about

From verified diners like you
From verified diners like you
  • HannahVIP
    Greater Boston •1 review
    5.0
    Dined 1 day ago
    All excellent but I have to say that $45 for a small piece of elegantly presented halibut felt very expensive.
    More info
    ArtisanPrice: Expensive• Contemporary American• Southport
    4.7
  • Ken
    New York City •1 review
    5.0
    Dined 1 day ago
    Went to meet my longtime friend at Terrain in Westport Connecticut today. Upon entering, I thought I was walking into a terrarium of sorts. I didn’t even realize it was a restaurant.  walking past the beautiful decorations I saw lots of smiling faces; waiters and patrons.  I sat down and was offered a drink right away. The menu was clean and elegantly designed. I liked how it was not overwhelming, but still had a nice range of options. The prices were great considering how lavish the decor was. I don’t think there was anything over $30 But the average I would say was $15. My friend ordered the grilled cheese and I got a medium well burger with aïoli dressing, bacon on top and a side of fries. I was really impressed with the quality of the meat combined with the juiciness of the burger. You never know what you’re gonna get when you Order medium well. The waiters were always on hand and ready to serve, but never gave us the feeling they were trying to rush us out. But we were there after the lunch rush so I don’t know what it’s like during the busiest times. Couple of lattes and we were ready to go. Was excited to explore the other areas of the place. I felt like I was at the botanical gardens with a restaurant growing out of it. It would be a great place to eat when the weather would allow outdoor seating.  Besides our kind waitress, a hostess by the name of Teresa, came by to check on us. She appeared to be a nature-loving enthusiast with an artistic bent. She turned me on to a Portuguese author whom I’m interested in reading. Overall, my friend and I had a great time and now planning on returning the last Thursday of this month. There’s a lot more to experience there not only in food, but in shopping. I could easily drop $1000 at the store, considering all the unique things on display. No hesitation, offering up five stars for Terrain ! After you check it out, send me your comments. Would love to hear from you. @HEARTmyMIND
    More info
    Terrain Cafe – WestportPrice: Moderate• Contemporary American• Westport
    4.7
  • SandraVIP
    Greater Boston •16 reviews
    5.0
    Dined 5 days ago
    Let me start by saying, Blackstone’s did not disappoint. Well, okay, it did a little,but only because I foolishly left my leftovers behind, and we don’t live close enough to make a casual rescue mission. Heartbreaking, I know. Let’s relive the meal to ease the pain: Apps: Clams Casino These were the MVP of my starter lineup—big, bold, and packed with flavor. My only critique? The bacon could’ve been crispier, but hey, that’s just me nitpicking perfection. Smoked Salmon I wouldn’t know firsthand how it tasted because my fiancé inhaled it before I had the chance. To be fair, I didn’t share my clams either, so I can’t exactly complain. From the look on his face and the clean plate, I’d say it was a hit. Dinner: Bone-In Ribeye (for one) OH. MY. STEAK. Cooked perfectly to order and paired with an insanely good mushroom sauce. This is the kind of meal you do turn around for and believe me, I almost did. Regret Level: High. Brussels Sprouts Crispy, smoky, and perfectly paired with bacon. I wouldn’t normally gush about Brussels sprouts, but these deserve the attention. Seafood Linguini Talk an absolute seafood extravaganza, topped with a half lobster. I snagged a bite before my fiancé could dominate this one too. There were leftovers…and yes, we left those behind too. Tragic. Service: Joe, our server, was fantastic—friendly, attentive, and just an all-around great guy. The bussers were equally lovely and accommodating. Final Thoughts: Blackstone’s is worth the trip, and clearly worth remembering your leftovers. Lesson learned. Until next time, I’ll dream of that ribeye and seafood linguini. Highly recommend (and don’t make my mistake—take your leftovers home!).
    More info
    Blackstones GrillePrice: Expensive• Steakhouse• Southport
    4.4
  • richardVIP
    New York City •5 reviews
    5.0
    Dined 5 days ago
    About 5 years ago, we first visited Cottage. We hadn’t been back simply because it was so noisy you couldn’t have a conversation. We don’t tecall what day of the eeek we were there. We were delighted in our visit today,Sunday, as the music was not too loud and diners did not have to shout to be heard across the table. The soft lighting was perfect and the service was terrific. The food was so good, we’ve decided to return sometime soon!
    More info
    The CottagePrice: Expensive• Contemporary American• Westport
    4.7
  • Janice
    Connecticut •1 review
    5.0
    Dined 6 days ago
    Absolutely lovely! I had a wonderful birthday dinner there last night and from entering the restaurant, the drinks, the food and to the service was fantastic! I will definitely be back! The oysters were delicious and can’t wait to go back for more!
    More info
    Boca Oyster BarPrice: Expensive• Seafood• Bridgeport
    4
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