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Best Fun Restaurants in Middletown

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11 restaurants available nearby

A photo of Harrie’s Jailhouse - Middletown restaurant
4.9
Exceptional(6)
Price: Moderate
• American • Middletown
Booked 2 times today
Comfort Cuisine & Classic Cocktails located in the historic 1850s Pameacha Jailhouse. Please note that reservations are only accepted for our upstairs dining room & cell room. Our basement bar is walk ins only.
A photo of Osa restaurant
4.8
Exceptional(728)
Price: Moderate
• Contemporary American • Middletown
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 Sally's Apizza - Wethersfield restaurant
4.1
Excellent(161)
Price: Moderate
• Italian • Wethersfield
Booked 56 times today
Sally's Apizza is a popular pizzeria located in Wethersfield, Connecticut. It is the fifth 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 Wethersfield 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 1741 Pub & Grill restaurant
4.3
Awesome(260)
Price: Moderate
• American • Middlefield
Booked 13 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 Flying Monkey Grill and Bar restaurant
4.6
Exceptional(41)
Price: Expensive
• American • Newington
Booked 28 times today
The Flying Monkey- a local business offering authentic fusion cuisine, in an inviting atmosphere Featuring acclaimed Jazz and Blues artists to enhance your dining experienceLet Your Monkey Fly!Established 2016.
A photo of Fire at the Ridge restaurant
3.3
Good(784)
Price: Expensive
• Contemporary American • Middlefield
Booked 35 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 The Saybrook Fish House restaurant
4.9
Exceptional(434)
Price: Expensive
• Seafood • Glastonbury
Booked 11 times today
Saybrook Fish House is the spot to go to in the area when craving seafood and great wine. The venue uses quality ingredients that really make their dishes standout. The seafood used comes from the New England coast. Saybrook Fish House is open for business seven days a week. It's a great eatery for celebrations and for fun date nights.From the raw bar, diners can dig into jumbo shrimp cocktail and oysters on the half shell. For appetizers, the restaurant offers everything from fried mozzarella and mussels in white wine, to baked mushrooms and crab cakes. Clam lovers must try the fried whole belly clam entrée, which is fried to perfection. Another seafood favorite is the king crab legs served with decadent drawn butter.
A photo of Krust restaurant
4.8
Exceptional(186)
Price: Moderate
• Pizzeria • Middletown
Booked 14 times today
Wood Fired Pizza - Craft Beer/Cocktails - Whiskey Bar
A photo of Casa Mia On The Green restaurant
4.2
Awesome(145)
Price: Moderate
• Italian • Rocky Hill
Booked 2 times today
Named as one of the best Italian restaurants in the country by a leading trade association, Casa Mia On The Green in Rocky Hill, CT has been family owned and operated since 1985. Diners enjoy a low-key and welcoming setting in which to engage in the "art of dining".Menu options at Casa Mia On The Green range from a la carte lunch and dinner menus, to a family style menu and a buffet menu. There are multiple catering menus and special holiday options too. Standard choices include appetizers, salads, pasta and risotto specials and an array of seafood and meat dishes. A nice range of vegetarian dishes are also available, and these go beyond pasta with meatless sauces, including meals such as grilled eggplant with gorgonzola, salad and pasta. Ideal for a meal with family or friends, Casa Mia On The Green is a must try restaurant.
A photo of Casa Mia at the Hawthorne restaurant
3.8
Excellent(160)
Price: Moderate
• Steakhouse • Berlin
Booked 4 times today
Casa Mia at the Hawthorne is one of the premier destinations in Connecticut for banquets, fine dining, and entertainment. Our large facility is located on the Berlin Turnpike right in the heart of the state. In between New Haven and Hartford, we’ve hosted area business, families, and tourists. Call for reservations or stop in for nightly entertainment.Lounge & EntertainmentIf fantastic time is in your game plan then huddle up to Lounge 2421 at the Hawthorne. It’s the ultimate arena. Catch the big game, tackle your appetite with our fabulous bar and lounge menu and favorite beverage while enjoying live entertainment.Special OccasionsWhether you are planning a shower, baptism, communion, birthday celebration or any other affair, we will provide the proper menus and address any special needs that will make your event a special one!

See what locals rave about

From verified diners like you
From verified diners like you
  • John
    New York City •2 reviews
    5.0
    Dined 1 day 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
  • LisaVIP
    Greater Boston •25 reviews
    4.0
    Dined 1 day ago
    The hostess and waitress were both very welcoming. Our food was good. I enjoyed the chicken w/sundried tomatoes and spinach over spaghetti in a cream sauce. Waitress was very attentive. Entree price was a little steep for lunch but we all enjoyed our meals. Friends had fish and chips and a burger. We didn't appreciate the $1 extra charge for cheese on the burger. Perhaps it was mentioned on the menu and we missed it but the waitress didn't say anything about an up charge when asking what kind of cheese we wanted. It was my second time at this restaurant. The 3 course fixed price menu options for lunch Mon-Thurs. are a good deal but unfortunately weren't available on this weekend visit.
    More info
    The Flying Monkey Grill and BarPrice: Expensive• American• Newington
    4.6
  • Kathi
    New York City •3 reviews
    5.0
    Dined 2 days ago
    The place is very clean, the service was great, and the pizza was delicious. Only criticism was the music was kind of loud and it was quite pricey. Compared to actual New Haven pizza the taste was there , but it’s way more expensive.
    More info
    Sally's Apizza - WethersfieldPrice: Moderate• Italian• Wethersfield
    4.1
  • Brandy
    Baltimore / Maryland •10 reviews
    5.0
    Dined on Dec 24, 2024
    We had a wonderful brunch at Harries! I’ve been wanting. To try it for awhile and they didn’t disappoint! Fiona was a great server and the food was sooo good! Can’t wait to come back!
    More info
    Harrie’s Jailhouse - MiddletownPrice: Moderate• American• Middletown
    4.9
  • 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
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