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Best Casual Restaurants in Cheshire

Price

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AmericanItalianSteakhouseSeafoodPizzeriaFusion / Eclectic

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HartfordMiddlesexNew Haven

Neighborhoods

BristolCheshireHamdenMiddlefieldMiddletownNew Haven

Top Rated

CharmingGood for business mealsGood for groupsGood for special occasionsGreat for craft beerHot spot

Dining Options

All dining options

Delivery only

Takeout only

Seating Options

BarCounterStandardHigh TopOutdoor

Accessibility

Gender-neutral restroomWheelchair access

15 restaurants available nearby

A photo of Il Gusto Italian Wine and Bar restaurant

1. Il Gusto Italian Wine and Bar

4.0

Excellent(53)

$$$$Price: Expensive

• Italian • Cheshire

Booked 12 times today

Welcome to Il Gusto Restaurant and Wine Bar, Cheshire's newest Italian dining experience, brought to you by restaurateur Gina Baca and Frederico Agraja, the chef and owner of the acclaimed Adriana's Restaurant and Wine Bar in New Haven. Situated at the historic location of the former Waverly Inn at 286 Maple Ave., Il Gusto revives a cherished local landmark, combining the rich heritage of its predecessor with the vibrant flavors of modern Italian cuisine. Il Gusto will feature a menu reminiscent of Adriana's, offering a delectable selection of traditional and contemporary Italian dishes. With seating for over 220 guests and a spacious banquet room, we are the perfect venue for dining, parties, meetings, and special events. Our goal is to preserve the history of the Waverly Inn by showcasing framed photographs of the original establishment, creating a warm and nostalgic atmosphere for our guests.

A photo of Butcher Bros Steakhouse - Cheshire restaurant

2. Butcher Bros Steakhouse - Cheshire

4.0

Excellent(118)

$$$$Price: Very Expensive

• Steakhouse • Cheshire

Booked 3 times today

Four talented and passionate brothers from Montenegro are proud to welcome you to their newest restaurant: Butcher Bros Steakhouse! At Butcher Bros, all of the dry-aging is done in an aging box located right within the walls of their restaurant. This ensures each cut of meat is dried to perfection. This promise of perfection carries through with each dish they create--a menu curated of meals that will undoubtedly make you come back for more.Since 1992, Celebrity Chef Dino Redzic has added his culinary expertise to the NYC hospitality industry and beyond. Alongside Chef Dino you’ll find his brothers, Exec. Chef Jerry Sinanovic and Tony Redzic. Just like Dino, Jerry and Tony have both devoted their lives to the industry. Each brother has devoted himself fully to not only delivering the highest quality of cuisine, but the best overall dining experience one can have.We hope to see you soon!

A photo of Six One Nine Supper Club restaurant

3. Six One Nine Supper Club

4.9

Exceptional(74)

$$$$Price: Expensive

• Contemporary American • Wallingford

Booked 17 times today

Welcome to Six One Nine, a sophisticated yet approachable dining haven that captures the essence of urban living. We seamlessly blend style with comfort to create a vibrant atmosphere where guests can indulge in modern, inspirational cuisine and expertly crafted cocktails. Our chic and inviting space serves as a backdrop for memorable moments, whether you're enjoying thoughtfully curated dishes or sipping on meticulously crafted cocktails.

A photo of Osa restaurant

4. Osa

4.8

Exceptional(736)

$$$$Price: Moderate

• Contemporary American • Middletown

Booked 5 times today

Kevin Wirtes and Rich Garcia of Krust (Middletown), team up in the creation of their latest venture, Osa. Located at 500 Main Street in Middletown, Osa features local food, with a fresh take on New American. The full bar offers crafted cocktails, whiskey, a large wine pour list, and craft beer.

A photo of Haven Beer Co. - Hamden restaurant

5. Haven Beer Co. - Hamden

4.6

Exceptional(89)

$$$$Price: Moderate

• Brewery • Hamden

Booked 17 times today

Welcome to Haven Beer Company- more than just a brewery. We have our own brews, plus guest beers, a full bar with craft cocktails, wine, and a menu of great food made in-house. Come in for lunch, dinner, or a beer. Great for large groups or smaller get together - Everyone is welcome!

A photo of La Piazza restaurant

6. La Piazza

4.6

Exceptional(25)

$$$$Price: Expensive

• Italian • Wallingford

Booked 5 times today

La Piazza captures the spirit of an Italian trattoria envisioned by Kristjan Lulaj. Our establishment pays tribute to the essence of the iconic Italian eateries that thrived in mid-20th century New York. These were places where exquisitely prepared, mouthwatering cuisine graced tables in an ambiance that effortlessly merged elegance, comfort, and approachability. While our culinary offerings tip their hat to this rich heritage, they also draw inspiration from the contemporary and future culinary virtuosos and techniques. Signature dishes such as Seafood Salad, Linguini Vongole, Zuppa Di Pesce, Chicken Scarpariello, and Chicken Parmesan are taken to new heights of flavor and presentation.

A photo of Ideal Tavern restaurant

7. Ideal Tavern

4.6

Exceptional(693)

$$$$Price: Moderate

• Contemporary American • Southington

Booked 4 times today

Ideal Tavern is a Gastropub serving modernized, New American classic cuisine, craft cocktails and select beers in a charming, rustic atmosphere!

A photo of Fire at the Ridge restaurant

8. Fire at the Ridge

3.6

Very Good(796)

$$$$Price: Expensive

• Contemporary American • Middlefield

All year-round casual mountain side dinning in the spectacular grounds of Powder Ridge Mountain Park & Resort.Inspired by native New England flavors and locally-sourced ingredients, Fire at the Ridge is an unexpected gem in Middlefield, CT offering indoor, terrace or firepit dinning, locally brewed beers, and craft cocktails. Saturday night outdoor live musicSunday brunch & outdoor Summer markets. Check the event calendar at https://fireattheridge.com/ for weekly Live music and outdoor events.

A photo of 1741 Pub & Grill restaurant

9. 1741 Pub & Grill

4.6

Exceptional(271)

$$$$Price: Moderate

• American • Middlefield

Booked 3 times today

While our signature burgers are the stars, we offer a wide array of sandwiches and entrees that will surely please. A fully stocked bar with signature cocktails and great local draft beer on tap compliment our great food.

A photo of The Station Restaurant restaurant

10. The Station Restaurant

4.6

Exceptional(441)

$$$$Price: Moderate

• Mediterranean • Waterbury

Booked 2 times today

The well-known Train Station now THE STATION RESTAURANT, featuring Mediterranean and American cuisine, the owners local attorney CARLOS SANTOS and restaurateur JIM PERZHILLA renovated the old train station and turned to nice restaurant for local community and surrounding areas. Menu specialties include fresh meats , chicken, pasta, seafood, veal’s , chops, desserts. The restaurant has a large patio and bar area with extensive wine list and sociable bar !!!!

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See what locals rave about

From verified diners like you

From verified diners like you

P
Pam
New York City •4 reviews
5.0
Dined 3 days ago
Overall great experience. They accommodated a last minute addition to our reservation on Valentine’s Day with no problem. We loved how the restaurant was setup. The beer, food and service was great. A little pricy, but everywhere you go is pricy these days. The difference was the quality of the food and beer. It was worth it and would go again.
More info
Haven Beer Co. - HamdenPrice: Moderate• Brewery• Hamden
•
4.6
K
Kristie
New York City •12 reviews
5.0
Dined 4 days ago
Pretty cool spot! Service was on point and drinks well made ! Good for friends and date night!
More info
OsaPrice: Moderate• Contemporary American• Middletown
•
4.8
M
Michael
New York City •14 reviews
4.0
Dined 5 days ago
Would earn 5 stars if they can take steps to absorb the noise. Not bad on this particular evening, but past experience has been too noisy to have a table conversation. Otherwise, excellent.
More info
Il Gusto Italian Wine and BarPrice: Expensive• Italian• Cheshire
•
4
J
JohnVIP
New York City •3 reviews
5.0
Dined on Feb 8, 2025
Always accommodating and amazing food! The service is top notch as well.
More info
Six One Nine Supper ClubPrice: Expensive• Contemporary American• Wallingford
•
4.9
J
JuliaVIP
New York City •15 reviews
5.0
Dined on Feb 1, 2025
Nice atmosphere with a live band playing in the bar area, which could be heard in the dining room where we sat. Food was delicious & generous portions. Service was great! Server was attentive, but we didn’t feel rushed through our meal. Will definitely be back!
More info
Butcher Bros Steakhouse - CheshirePrice: Very Expensive• Steakhouse• Cheshire
•
4

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