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Best Restaurants that are Worth The Drive in New Canaan

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15 restaurants available nearby

A photo of Siena Norwalk at The Watershed restaurant
1. Siena Norwalk at The Watershed
4.6
Exceptional(353)
Price: Expensive
• Italian • Norwalk
Booked 17 times today
Energetic hotel bar & restaurant featuring high-end cocktails & an extensive wine list with scenic views overlooking the Norwalk river. Located within the lobby of The Watershed Hotel, this restaurant boasts Tuscan inspired selections along with wood-fired pizza. Italian owned & operated sister restaurant to Siena Stamford since 1997.
A photo of Blackstones Steakhouse - Norwalk restaurant
2. Blackstones Steakhouse - Norwalk
4.9
Exceptional(841)
Price: Moderate
• Steakhouse • Norwalk
Booked 12 times today
Being the newest steakhouse in town, this spot is rapidly becoming the new best kept secret in CT.The antique decoration, rich menu and the outstanding service, will make your night unique and unforgettable. Be tempted by our prime dry aged beef. You will find dry aged steaks, fresh seafood also complimented by traditional steakhouse side dishes.
A photo of Gabriele's of Westport restaurant
3. Gabriele's of Westport
4.7
Exceptional(712)
Price: Expensive
• Steakhouse • Westport
Booked 47 times today
Gabriele’s Italian Steakhouse fills the void in the Fairfield County dining scene with the quintessential steakhouse. It brings together America’s two favorite cuisines in one location.
A photo of Terrain Cafe – Westport restaurant
4. Terrain Cafe – Westport
4.7
Exceptional(2900)
Price: Moderate
• Contemporary American • Westport
Booked 108 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 The Inn at Pound Ridge by Jean-Georges restaurant
5. The Inn at Pound Ridge by Jean-Georges
4.5
Awesome(4501)
Price: Moderate
• American • Pound Ridge
Booked 15 times today
Please visit our website to learn more about The Inn at Pound Ridge by Jean-Georges http://www.theinnatpoundridge.com/ Chef Jean‑Georges introduces his latest venture, a casually elegant restaurant ensconced in the picturesque town of Pound Ridge, New York. Here, Jean‑Georges cultivates a truly seasonal, farm-to-table cuisine, with ingredients sourced from the Hudson Valley and New England, whenever possible. Constructed in 1833 as a residence and serving later as an inn, the building has been painstakingly renovated to preserve as many of the original materials as possible, including four working fireplaces. Thomas Juul-Hansen designed the restaurant’s interior with a modern yet rustic sensibility; zinc and marble accent stone and reclaimed wood. The restaurant’s lighting, artfully conceived by Hervé Descottes, employs paper shades and Edison fixtures to create warmth throughout.
A photo of Sally's Apizza - Stamford restaurant
6. Sally's Apizza - Stamford
4.6
Exceptional(130)
Price: Moderate
• Italian • Stamford
Booked 45 times today
Sally's Apizza is a popular pizzeria located in Stamford, Connecticut. It is the second location of the famous Sally's Apizza restaurant in New Haven, Connecticut. Sally's Apizza is known for its thin-crust pizza, which is cooked in a coal-fired oven and topped with fresh, high-quality ingredients. Sally's Apizza Stamford also offers a variety of Italian classics, including fried mozzarella, chicken parmesan, salads, calamari, and Calabrian chicken wings. The restaurant has a casual, family-friendly and lively atmosphere that is a favorite among locals and visitors alike.
A photo of Farmhouse at the Crossroads restaurant
7. Farmhouse at the Crossroads
4.6
Exceptional(467)
Price: Expensive
• American • Stamford
Booked 22 times today
The Farmhouse at the Crossroads is a unique dining experience that's worth the drive. With its four distinct dining rooms, you can choose to be surrounded by nature or romantic flickering flames. The menu boasts upscale, seasonal food sourced locally where possible. The reviews rave about the excellent food, attentive service, and relaxing atmosphere. It's a place that offers a whimsical journey of worldly delicacies, with artisanal craft cocktails and an extensive wine and liquor list. One reviewer put it perfectly, 'The food was truly excellent. Combined with a nice ambiance and very good service, it was an enjoyable dinner.'
A photo of Washington Prime restaurant
8. Washington Prime
4.7
Exceptional(1149)
Price: Expensive
• American • South Norwalk
Booked 34 times today
Winner of Best Steak in Connecticut and top steakhouses in the U.S. by the Food Network, Washington Prime has the privilege of framing SoNo’s newest structure at the corner of Washington Street and Water Street. Adding to this historic and progressive waterside community, this highly anticipated Eating & Drinking Well is driven by a culinary and beverage program that is not about gimmicks - just honesty and creativity. No stranger to high impact restaurants, Washington Prime is brought to you by some of the area’s most dynamic restaurateurs. The land and sea menu is a bit of Americana with cross-cultural influences, the space is multi-dimensional and the attitude is left at the door. Here, we eat, we drink and we join in the fun.
A photo of Sign of the Whale restaurant
9. Sign of the Whale
3.9
Excellent(577)
Price: Moderate
• Contemporary American • Stamford
Booked 18 times today
We are taking INDOOR reservations - rooftop and outdoor seating is currently FIRST COME, FIRST SERVE for walk-in tables. We are accepting reservations of up to 4 guests via OpenTable, please call us (203.883.8282) or email (events@signofthewhalect.com) for reservations of 5 or more. Tables have a 90 minute max.Check in downstairs with host.Sign of the Whale is one of Harbor Point’s most dynamic spaces. We proudly boast Stamford’s first rooftop- complete with lounge space and comfortable seating, an elevated dining room and a lively bar scene. We are a place where you can sit back with friends eating well-crafted food, sipping on playful cocktails, and listening to great music
A photo of Gallo Ristorante restaurant
10. Gallo Ristorante
4.8
Exceptional(1188)
Price: Moderate
• Italian • Ridgefield
Booked 29 times today
At Gallo, we take our time to source the best ingredients so we can craft outstanding and authentic Italian Cuisine; right down to the tomatoes in our sauce and the oil in our pans. Whether you spend time in our dining room for an amazing meal with family or friends; or just stop by for a quick bite at our bar; you'll have an amazing experience each time you step into Gallo Ristorante. Eat Well! Live Long!

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See what locals rave about

From verified diners like you
From verified diners like you
  • Alexis
    New York City •20 reviews
    5.0
    Dined 3 days ago
    This was our second visit and we were not disappointed. Our food was unique, delicious, well prepared and served and our plates were emptied!!
    More info
    Apropos Restaurant at The Abbey InnPrice: Very Expensive• Contemporary American• Peekskill
    •
    4.5
  • Michelle
    New York City •15 reviews
    4.0
    Dined 5 days ago
    We all had the Halibut with celery root puree & haricot vert. It was absolutely delicious. Dinnertime (on a Monday) was much quieter than lunchtime so it was nice that it wasn't too loud. Also they didn't rush us out. We lingered & chatted even after we paid the bill. Much enjoyed.
    More info
    Terrain Cafe – WestportPrice: Moderate• Contemporary American• Westport
    •
    4.7
  • John
    New York City •12 reviews
    5.0
    Dined on Nov 15, 2024
    The food and service were both phenomenal. Nothing beats Sally’s Apizza. We also had a very attentive server who ensured that our order was accurate and that our beverages never ran dry. Highly recommended.
    More info
    Sally's Apizza - StamfordPrice: Moderate• Italian• Stamford
    •
    4.6
  • Allisonvip
    New York City •77 reviews
    5.0
    Dined on Nov 14, 2024
    Great service and the food was excellent. Sitting in the bar area definitely has a cozy, sexy winter vibe. A definite hit!
    More info
    ArtisanPrice: Expensive• Contemporary American• Southport
    •
    4.7
  • OpenTable Diner
    Connecticut •2 reviews
    5.0
    Dined on Nov 10, 2024
    Such a beautiful place with the best food I have had in a long time. The chairs at the table were so incredibly comfortable, the right amount of soft and support, and the service was incredible. Everyone there was so friendly and they checked on us perfectly so we never had to wait on another drink. I HIGHLY recommend the steak frites, the fries that come with it are the best tasting fries, it was indescribable. The ambience, food, comfort, service, everything was a 10/10 and I WILL be coming back for more. 100% recommend for everyone to try this place, it will not disappoint.
    More info
    Farmhouse at the CrossroadsPrice: Expensive• American• Stamford
    •
    4.6

Discover best worth the drive restaurants in New Canaan

Discover the best dining experiences in New Canaan, Fairfield, Connecticut, that are truly "worth the drive." This carefully curated list of restaurants showcases establishments known for their exceptional culinary offerings, from innovative dishes that cater to all tastes to impeccable service that enhances every meal. Each restaurant in this selection not only meets but exceeds expectations with their unique flair and commitment to quality. The dining scene in New Canaan is vibrant and diverse, offering everything from cozy bistros to upscale eateries, making it a haven for food lovers. These restaurants stand out not just in Fairfield but across the state, drawing visitors who are eager to enjoy a memorable dining experience. Whether you're seeking a romantic dinner, a family gathering, or a special celebration, these establishments promise an unforgettable culinary journey. Explore these top-rated restaurants and see why each is considered a destination in its own right.

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