Best restaurants near me in Middletown, CT

Price

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Cuisine

AmericanItalianSteakhouseSeafoodFrenchIndian

Top Rated

CharmingDog-friendlyFancyGood for business mealsGood for groupsGood for special occasions

Dining Options

All dining options

Delivery only

Takeout only

Seating Options

BarCounterStandardHigh TopOutdoor

Accessibility

Wheelchair access

401 restaurants available nearby

How are Featured results ranked

A photo of El Pulpo & Tapas Bar - Middletown restaurant

1. El Pulpo & Tapas Bar - Middletown

4.2

Awesome(13)

$$$$Price: Moderate

• Tapas / Small Plates • Middletown

Booked 3 times today

Welcome to El Pulpo & Tapas Bar Restaurant! At El Pulpo, we specialize in traditional Mediterranean and Tapas infused meals with a local & Spanish products. If you are a food enthusiast, you will surely be pleased with a our menu and wine selections. El Pulpo features upscale dining in an elegant atmosphere. We promise our customers a truly enjoyable dining experience in a Mediterranean setting. We are conveniently located on 386 main st Middletown CT Please, make a reservation or come visit us if you are looking for an original and unique style of food, drink, and atmosphere.

A photo of Fiore II - Middletown restaurant

2. Fiore II - Middletown

4.7

Exceptional(1)

$$$$Price: Expensive

• Italian • Middletown

Booked 3 times today

A Taste of Italy in the Heart of MiddletownLocated in downtown Middletown, Fiore II Restaurant offers inspired Italian dishes in a European-style eatery. A local favorite, Fiore II consistently impresses with quality ingredients, great service and a comfortable atmosphere.

3. Stella D'oro

4.5

Awesome(78)

$$$$Price: Expensive

• Italian • Middletown

Booked 5 times today

Stella D’oro, a family owned restaurant, was established in 1993 in Old Saybrook, Connecticut. Reopened in Middletown, Connecticut serving fine, northern Italian food.At Stella D’oro you’ll enjoy the best Italian cuisine with a full bar and various wines.View our full, up to date menu. We offer salads, pasta, steak, seafood, and more!

A photo of T-Bone Prime Steakhouse restaurant

4. T-Bone Prime Steakhouse

new

5.0

Exceptional(1)

$$$$Price: Expensive

• Steak • Middletown

Booked 5 times today

Located on Main Street in Middletown, CT, T-Bone Prime Steakhouse offers prime cuts of beef, exquisite wine pairings, and a welcoming atmosphere. Join us for elevated cuisine and delicious cocktails. We can’t wait to serve you! To keep up to date with our latest events, announcements, and more, make sure to follow us on social media.

A photo of Harrie’s Jailhouse - Middletown restaurant

5. Harrie’s Jailhouse - Middletown

4.7

Exceptional(20)

$$$$Price: Moderate

• American • Middletown

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.

6. Osa

4.8

Exceptional(751)

$$$$Price: Moderate

• Contemporary American • Middletown

Booked 26 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 Red Fox Restaurant restaurant

7. Red Fox Restaurant

4.3

Awesome(361)

$$$$Price: Moderate

• Steakhouse • Middletown

Booked 10 times today

Red Fox is a family owned gourmet restaurant that serves top of the line Mediterranean/American cuisine for a reasonable price. With an extensive wine collection and amazing entrée options we are sure to please. We look forward to serving you! Outside dinning available!!!!

8. Campagna

4.3

Awesome(9)

$$$$Price: Expensive

• Italian • Middletown

Booked 1 time today

Campagna Restaurant is a family run restaurant committed to providing delicious food and great service in a friendly neighborhood atmosphere.

9. Red Fox Amore

4.3

Awesome(56)

$$$$Price: Expensive

• Italian • Middlefield

Booked 2 times today

Come join us at the Red Fox Amore Italian Kitchen !

A photo of Tavern At The Armory restaurant

10. Tavern At The Armory

3.7

Very Good(14)

$$$$Price: Moderate

• American • Middletown

With appealing nightly specials and a tidy list of drinks, Tavern at the Armory provides a charming culinary experience. This neighborhood restaurant serves up traditional New England cuisine in a beautiful space. Helmed by Executive Chef Kyle Bates, the seasonal menu offers classic delights like braised short ribs, clam chowder, herb-encrusted salmon, and Angus beef burgers. Tavern at the Armory provides a nice backdrop for social luncheons – enjoy a meal next to the fireplace while savoring a cool beer. During the warmer months, the restaurant's space expands to include a beautiful courtyard. Tavern at the Armory is open for breakfast, lunch (starting April 1), and dinner daily.

Dining near Middletown, CT at a glance

Updated on 5/17/2025

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From verified diners like you

J
Jenny
Seattle / Eastern Washington •2 reviews
5.0
Dined 6 days ago
This place has the best atmosphere. We ate in their outside dining area which was really fun. Food was great too. Service was excellent.
More info
Harrie’s Jailhouse - MiddletownPrice: Moderate• American• Middletown
•
4.7
C
Caryl
New York City •4 reviews
5.0
Dined 7 days ago
Very nice steakhouse restaurant! All the steaks were excellent. The only complaint was my mom had the veal chop and she thought it was very fatty. We loved all the apps and desserts too! This was the 2nd time we’ve eaten here and we will definitely be back!
More info
T-Bone Prime SteakhousePrice: Expensive• Steak• Middletown
•
5
J
Janice
New York City •1 review
5.0
Dined 7 days ago
The food and the service were excellent! I will be returning.
More info
Stella D'oroPrice: Expensive• Italian• Middletown
•
4.5
J
Jake
Greater Boston •9 reviews
5.0
Dined on Apr 27, 2025
Excellent experience - service and food! There were two very large parties there at the same time as us, but we still got plenty of attention and prompt service. When we were placing our order and considering a paella, the waitress let us know that it would take a while, which was both appreciated and an indicator that it would be done right. Food highlights - Gambas a la Plancha - shrimp was excellent. Grilled Octopus was super-tender. Cazuela de Mariscos - seafood broth was amazing. Crema Catalana dessert - don't miss it.
More info
El Pulpo & Tapas Bar - MiddletownPrice: Moderate• Tapas / Small Plates• Middletown
•
4.2
OT
OpenTable Diner
New York City •4 reviews
5.0
Dined on Mar 20, 2025
I love the consistency of the menu at Fiore’s! Excellent meals every time I go!!
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Fiore II - MiddletownPrice: Expensive• Italian• Middletown
•
4.7

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Best restaurants near me in Middletown, CT

Price

Cuisine

Top Rated

Dining Options

Seating Options

Accessibility

401 restaurants available nearby

1. El Pulpo & Tapas Bar - Middletown

2. Fiore II - Middletown

3. Stella D'oro

4. T-Bone Prime Steakhouse

5. Harrie’s Jailhouse - Middletown

6. Osa

7. Red Fox Restaurant

8. Campagna

9. Red Fox Amore

10. Tavern At The Armory

Dining near Middletown, CT at a glance

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