Best Fun Restaurants in Middletown

11 restaurants available nearby

1. Osa

4.8

Exceptional(720)

Price: Moderate

• Contemporary American • Middletown

Booked 12 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 Harrie’s Jailhouse - Middletown restaurant

2. Harrie’s Jailhouse - Middletown

new

4.8

Exceptional(2)

Price: Moderate

• American • Middletown

Booked 1 time 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 Sally's Apizza - Wethersfield restaurant

3. Sally's Apizza - Wethersfield

4.2

Awesome(137)

Price: Moderate

• Italian • Wethersfield

Booked 31 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.

4. 1741 Pub & Grill

4.1

Excellent(257)

Price: Moderate

• American • Middlefield

Booked 5 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

5. The Flying Monkey Grill and Bar

4.6

Exceptional(32)

Price: Expensive

• American • Newington

Booked 6 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.

6. Krust

4.7

Exceptional(183)

Price: Moderate

• Pizzeria • Middletown

Booked 2 times today

Wood Fired Pizza - Craft Beer/Cocktails - Whiskey Bar

A photo of The Saybrook Fish House restaurant

7. The Saybrook Fish House

4.8

Exceptional(424)

Price: Expensive

• Seafood • Glastonbury

Booked 3 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.

8. Fire at the Ridge

4.0

Excellent(767)

Price: Expensive

• Contemporary American • Middlefield

Booked 11 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 Casa Mia On The Green restaurant

9. Casa Mia On The Green

4.2

Awesome(143)

Price: Moderate

• Italian • Rocky Hill

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

10. Casa Mia at the Hawthorne

4.3

Awesome(157)

Price: Moderate

• Steakhouse • Berlin

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

S
Sue
New York City •2 reviews
5.0
Dined 3 days ago
2nd time eating here to attend an event at Lyman Orchards and Powder Ridge; excellent food and service both times. Will definitely be back!
More info
1741 Pub & GrillPrice: Moderate• American• Middlefield
•
4.1
Y
Yanna
Connecticut •1 review
5.0
Dined 3 days ago
Food and service was great!! They have a wonderful team and they're food and homemade bread were amazingly delish! Noise level is high but fun , seating in booths could use some cushions for comfort for your back ,feels like a stiff pew for a taller person per my partner, otherwise couldn't think of anything else negative to say. Food was perfectly fresh and outstanding !! We thoroughly enjoyed our birthday meal. Will be back!
More info
OsaPrice: Moderate• Contemporary American• Middletown
•
4.8
P
Peg
New York City •1 review
5.0
Dined 4 days ago
Definitely make a reservation Saturday evening. Walked right past a crowd waiting. Service awesome. Food very good. Great jazz band playing, not too loud.
More info
The Flying Monkey Grill and BarPrice: Expensive• American• Newington
•
4.6
J
Jailene
Greater Boston •2 reviews
5.0
Dined 7 days ago
It was great! The pizza was exactly like the New Haven Sally’s! The happy hour was also very great!
More info
Sally's Apizza - WethersfieldPrice: Moderate• Italian• Wethersfield
•
4.2
M
Melissavip
Greater Boston •6 reviews
4.0
Dined on 8 Nov 2024
great neighborhood location, varied and fun menu, good service!
More info
Harrie’s Jailhouse - MiddletownPrice: Moderate• American• Middletown
•
4.8

Best Fun Restaurants in Middletown

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11 restaurants available nearby

1. Osa

2. Harrie’s Jailhouse - Middletown

3. Sally's Apizza - Wethersfield

4. 1741 Pub & Grill

5. The Flying Monkey Grill and Bar

6. Krust

7. The Saybrook Fish House

8. Fire at the Ridge

9. Casa Mia On The Green

10. Casa Mia at the Hawthorne

See what locals rave about

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