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Best Fun Restaurants in Cheshire

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14 restaurants available nearby

A photo of 1741 Pub & Grill restaurant
4.4
Awesome(261)
Price: Moderate
• American • Middlefield
Booked 7 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 Library Wine Bar & Bistro restaurant
4.6
Exceptional(671)
Price: Expensive
• American • Wallingford
Booked 24 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 Six One Nine Supper Club restaurant
4.8
Exceptional(64)
Price: Expensive
• Contemporary American • Wallingford
Booked 12 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 Haven Beer Co. - Hamden restaurant
4.6
Exceptional(70)
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 Osa restaurant
4.8
Exceptional(728)
Price: Moderate
• Contemporary American • Middletown
Booked 15 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 Fire at the Ridge restaurant
3.4
Very Good(783)
Price: Expensive
• Contemporary American • Middlefield
Booked 8 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 Ideal Tavern restaurant
4.7
Exceptional(684)
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 Diorio's Restaurant and Bar restaurant
4.5
Awesome(636)
Price: Expensive
• Italian • Waterbury
Booked 4 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
Booked 7 times today
Wood Fired Pizza - Craft Beer/Cocktails - Whiskey Bar
A photo of The Station Restaurant restaurant
4.7
Exceptional(437)
Price: Moderate
• Mediterranean • Waterbury
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
  • John
    New York City •2 reviews
    5.0
    Dined 4 days ago
    Very tasty small plates, we shared three of them including the citrus salad. And the sour dough bread was delicious. McKenzie, our server was very attentive and pleasant.
    More info
    OsaPrice: Moderate• Contemporary American• Middletown
    4.8
  • Theresa
    Connecticut •1 review
    5.0
    Dined 4 days ago
    When we arrived, it wasn't busy at all so we were able to select a table by a picture window and glorious view. As we sat enjoying our goodies, the place became full and despite the many tables, our server was always cheerful, accommodating, and respectful. No long wait as our food arrived shortly after ordering and was thoroughly enjoyed as we shared tasty appetizers (hummus plate and brussel sprouts plate), a delightful special for the day (beef stew), and a delicious salad (pecan and goat cheese). We ended on a sweet note by enjoying a yummy dish of freshly made cookies (chocolate chocolate chip) that were still warm and gooey! A lovely experience all around and would definitely return when in the area. Thank you 1741 for a delightfully delicious evening. Truly a treat!
    More info
    1741 Pub & GrillPrice: Moderate• American• Middlefield
    4.4
  • JuliaVIP
    New York City •14 reviews
    5.0
    Dined 5 days ago
    Sat in the loft area, which is our favorite section because it is much quieter & a cozy corner. Food was excellent as always. I had the seafood pasta, which had a generous amount of seafood & a light sauce. My husband had steak which was large & cooked just how he liked it. Service was excellent! Been here several times & will be back again because everything is consistently good!
    More info
    The Library Wine Bar & BistroPrice: Expensive• American• Wallingford
    4.6
  • Tanisha
    New York City •6 reviews
    5.0
    Dined 5 days ago
    Great food and service! Will definitely be dining there again!!
    More info
    Haven Beer Co. - HamdenPrice: Moderate• Brewery• Hamden
    4.6
  • Jacob
    Connecticut •1 review
    5.0
    Dined on Dec 30, 2024
    Amazing atmosphere Great Food Wonderful Servers Wish I could Have Tipped more. Thank you for a special night
    More info
    Six One Nine Supper ClubPrice: Expensive• Contemporary American• Wallingford
    4.8

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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