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Best Restaurants that are Worth The Drive in New Canaan

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20 restaurants available nearby

A photo of Siena Norwalk at The Watershed restaurant
1. Siena Norwalk at The Watershed
4.7
Exceptional(373)
Price: Expensive
• Italian • Norwalk
Booked 11 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(859)
Price: Moderate
• Steakhouse • Norwalk
Booked 1 time 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 Terrain Cafe – Westport restaurant
3. Terrain Cafe – Westport
4.7
Exceptional(2985)
Price: Moderate
• Contemporary American • Westport
Booked 76 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
4. The Inn at Pound Ridge by Jean-Georges
4.4
Awesome(4508)
Price: Moderate
• American • Pound Ridge
Booked 6 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 Sign of the Whale restaurant
5. Sign of the Whale
4.4
Awesome(591)
Price: Moderate
• Contemporary American • Stamford
Booked 8 times today
We are taking INDOOR reservations - 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 Washington Prime restaurant
6. Washington Prime
4.8
Exceptional(1176)
Price: Expensive
• American • South Norwalk
Booked 19 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 Farmhouse at the Crossroads restaurant
7. Farmhouse at the Crossroads
4.4
Awesome(511)
Price: Expensive
• American • Stamford
Booked 14 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 Gabriele's of Westport restaurant
8. Gabriele's of Westport
4.6
Exceptional(776)
Price: Expensive
• Steakhouse • Westport
Booked 17 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 Baldanza at the Schoolhouse restaurant
9. Baldanza at the Schoolhouse
4.9
Exceptional(904)
Price: Expensive
• American • Wilton
Booked 13 times today
Join us at BALDANZA at the Schoolhouse, 34 Cannon Road, Wilton CT for an amazing meal where where every item on our menu is freshly hand crafted every day using only the highest quality clean ingredients! We are Located at historic Cannondale Village next to the Train Station at Cannondale (Wilton), CT. 203.309.5777
A photo of The Benjamin - Ridgefield restaurant
10. The Benjamin - Ridgefield
4.6
Exceptional(386)
Price: Expensive
• French American • Ridgefield
Booked 21 times today
The restaurant is named after America’s most famous founding father, Benjamin Franklin. While he was pinnacle in America’s birth, he also became the first ambassador to France. While on trips to Paris, he would wine and dine with the best of them and when he returned, he would bring back the French culture, food and wine, and share it with our new nation. Dishes like Potato Lyonnaise and Crème Brulée were the first of his favorites he shared with America. The Benjamin reflects that bridged gap between the two countries’ cultures. The restaurant and bar is french-inspired, but uniquely American. It sits in Ridgefield's historic district in a 1875 house, but the interiors are modern, elegant and new. Chef prepares dishes like Mussels, Foie Gras, Shrimp Toast, Chicken, Halibut, Duck, and more.

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See what locals rave about

From verified diners like you
From verified diners like you
  • Eileen
    New York City •9 reviews
    5.0
    Dined 1 day ago
    We had a lovely brunch at the Artisan this afternoon. We had a 12:30 reservation, which was a good time as it was not too crowded. Both our selections from the fixed price menu were excellent. We had the French toast and the Crocque Madame. The eggs were perfect. The noise level was acceptable and there was a very good guitarist playing quiet background music. Very satisfactory. We recommend it.
    More info
    ArtisanPrice: Expensive• Contemporary American• Southport
    •
    4.7
  • SherryVIP
    New York City •30 reviews
    5.0
    Dined 2 days ago
    Always delicious. Glad they added sight to to their chicken dishes. Good pasta too. We had a lovely waitress.
    More info
    Sally's Apizza - StamfordPrice: Moderate• Italian• Stamford
    •
    4.5
  • Iris Violet
    Connecticut •1 review
    5.0
    Dined 2 days ago
    The food and service were outstanding! You can get lost in all of the wonderful offerings in their store. Such a great idea to eat in such a lovely ambiance. Our food was beautifully plated and delicious. We opted to eat half our servings in order to try some of their desserts! We were not disappointed! And we got our leftovers packed away to eat later. This was a beautiful experience from start to finish... We will be back soon!
    More info
    Terrain Cafe – WestportPrice: Moderate• Contemporary American• Westport
    •
    4.7
  • Sam
    New York City •9 reviews
    5.0
    Dined 3 days ago
    Fantastic experience from the beginning till the end… amazing food, great wine recommendation and flawless service… we will definitely be back
    More info
    La CrémaillèrePrice: Expensive• French• Bedford
    •
    4.8
  • Joe
    New York City •3 reviews
    5.0
    Dined 4 days ago
    A quiet table with 50s music in the background. It was steak night and the filet mignon was prepared perfectly and delicious. The service was excellent.
    More info
    Farmhouse at the CrossroadsPrice: Expensive• American• Stamford
    •
    4.4

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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