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Best Fun Restaurants in Cheshire

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14 restaurants available nearby

A photo of 1741 Pub & Grill restaurant
4.3
Awesome(260)
Price: Moderate
• American • Middlefield
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 Library Wine Bar & Bistro restaurant
4.6
Exceptional(665)
Price: Expensive
• American • Wallingford
Booked 10 times today
The Library Wine Bar & Bistro is a super fun place to dine! Customers love the charming ambiance, and the 'great food, service and ambiance' according to one review. The varied seating areas and extensive wine list add to the fun. Plus, the friendly staff and interesting drinks make every visit a memorable one!
A photo of Haven Beer Co. - Hamden restaurant
4.7
Exceptional(67)
Price: Moderate
• Brewery • Hamden
Booked 23 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 Six One Nine Supper Club restaurant
4.8
Exceptional(61)
Price: Expensive
• Contemporary American • Wallingford
Booked 5 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
4.8
Exceptional(724)
Price: Moderate
• Contemporary American • Middletown
Booked 2 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 Ideal Tavern restaurant
4.7
Exceptional(681)
Price: Moderate
• Contemporary American • Southington
Booked 7 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
3.2
Good(777)
Price: Expensive
• Contemporary American • Middlefield
Booked 9 times today
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 Diorio's Restaurant and Bar restaurant
4.6
Exceptional(633)
Price: Expensive
• Italian • Waterbury
Booked 6 times today
Please call the restaurant at 203-754-5111 for additional availability.The legendary history of Diorio Restaurant began in the 1920s. The late Rocco Diorio was responsible for the fine traditional food and many lasting memories for most of the people in the greater Waterbury area. The restaurant was closed in 1980 and reopened in 1991 after total restoration to its original splendor. The legend continues as we remain true to those endearing memories. We have the original marble bar, over-sized mahogany bankers booths, tin ceiling, and the most impressive acid-etched mirrors displaying historical Waterbury. Diorio Restaurant has once again reclaimed its reputation as Waterbury's finest.
A photo of Krust restaurant
4.8
Exceptional(186)
Price: Moderate
• Pizzeria • Middletown
Wood Fired Pizza - Craft Beer/Cocktails - Whiskey Bar
A photo of The Station Restaurant restaurant
4.7
Exceptional(433)
Price: Moderate
• Mediterranean • Waterbury
Booked 9 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
  • Melissa
    New York City •13 reviews
    5.0
    Dined 2 days ago
    Our second trip for brunch. We are obsessed with the Irish coffee. Best I have ever had, ever. Impeccable service, food and drinks. See you again very soon
    More info
    Six One Nine Supper ClubPrice: Expensive• Contemporary American• Wallingford
    4.8
  • Mike
    New York City •1 review
    5.0
    Dined 2 days ago
    The entire staff from our hostess to waitress to manager were all amazing! The food was outstanding. Four of us dined and shared apps and tried each other’s dinners and there wasn’t one thing we didn’t all enjoy. We arrived on time but there was a bit of delay getting us seated. The hostess continually checked in with us and made sure we were seated as soon as a table was available. The manager was apparently made aware (not by us) and at the end of our meal she offered us desserts on the house, which was both unexpected and very much appreciated. A great touch and ending to an overall outstanding experience. We will be regulars here from now on!
    More info
    The Library Wine Bar & BistroPrice: Expensive• American• Wallingford
    4.6
  • Julie
    New York City •6 reviews
    5.0
    Dined 3 days ago
    The whipped ricotta small plate was amazing! Drinks were superb as well. The grits that came with the scallops were flat but the scallops themselves had a very fresh taste.all in all will definitely go back. The sour dough had a great crust on it. The butter was cold wish it was more room temp but I can’t be too picky lol
    More info
    OsaPrice: Moderate• Contemporary American• Middletown
    4.8
  • JillVIP
    Greater Boston •26 reviews
    5.0
    Dined 6 days ago
    Our server and service was awesome. Jackie is probably the politest server we’ve had in a long time. She’s always checking to make sure everything is good and if she can possibly get us something else. We love the Grain salad and since we also love the Brussels sprouts with bacon we decided to combine the two together for lunch. Totally delicious!
    More info
    Haven Beer Co. - HamdenPrice: Moderate• Brewery• Hamden
    4.7
  • justin
    Greater Boston •1 review
    5.0
    Dined on Dec 13, 2024
    Live music was a really pleasant surprise. Nice duo of standup bass and guitar, hi quality americana music. Vegan Chili and Roasted brussel sprouts were both delicious.
    More info
    1741 Pub & GrillPrice: Moderate• American• Middlefield
    4.3

Discover best fun restaurants in Cheshire

Discover the vibrant dining scene in Cheshire, New Haven, Connecticut, where restaurants are serving up a delightful mix of fun and flavor. Whether you're in the mood for a lively family dinner, a casual outing with friends, or a special celebration, Cheshire's eateries cater to all occasions with enthusiasm and culinary creativity. These establishments not only provide a welcoming atmosphere but also focus on delivering exceptional service and high-quality meals to ensure a memorable dining experience. The restaurants in this area emphasize the importance of a fun ambiance, often featuring unique decor, engaging themes, and live entertainment to enhance the joy of dining out. Explore the tastes of Cheshire and indulge in a culinary adventure where every meal is served with a side of fun. This locale is perfect for those seeking both traditional and innovative dining options in a spirited and friendly environment. Experience firsthand why Cheshire is becoming a go-to destination for food lovers looking for an enjoyable and satisfying meal.

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