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Best Fun Restaurants in Middletown

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AmericanItalianSteakhouseSeafoodFrenchIndian

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BermudaBostonCentral MADutchessFairfieldHartford

Areas

AmeniaAmherstAnsoniaArmonkAvonBabylon

Top Rated

CharmingDog-friendlyFancyGood for business mealsGood for groupsGood for special occasions

Dining Options

All dining options

Delivery only

Takeaway only

Seating Options

BarCounterStandardHigh TopOutdoor

Award-winning

MICHELIN

Accessibility

Gender-neutral restroomWheelchair access

930 restaurants available nearby

A photo of Stella D'oro restaurant

1. Stella D'oro

4.9

Exceptional(55)

$$$$Price: Expensive

• Italian • Middletown

Booked 4 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 El Pulpo & Tapas Bar - Middletown restaurant

2. El Pulpo & Tapas Bar - Middletown

4.7

Exceptional(6)

$$$$Price: Moderate

• Tapas / Small Plates • Middletown

Booked 2 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 Red Fox Restaurant restaurant

3. Red Fox Restaurant

4.4

Awesome(331)

$$$$Price: Moderate

• Steakhouse • Middletown

Booked 8 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!!!!

A photo of Red Fox Amore restaurant

4. Red Fox Amore

4.3

Awesome(36)

$$$$Price: Expensive

• Italian • Middlefield

Booked 8 times today

Come join us at the Red Fox Amore Italian Kitchen !

A photo of Osa restaurant

5. Osa

4.8

Exceptional(717)

$$$$Price: Moderate

• Contemporary American • Middletown

Booked 5 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 Campagna restaurant

6. Campagna

5.0

Exceptional(1)

$$$$Price: Expensive

• Italian • Middletown

Booked 2 times today

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

A photo of Harrie’s Jailhouse - Middletown restaurant

7. Harrie’s Jailhouse - Middletown

4.8

Exceptional(2)

$$$$Price: Moderate

• American • Middletown

Booked 10 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 Tavern At The Armory restaurant

8. Tavern At The Armory

3.8

Excellent(10)

$$$$Price: Moderate

• American • Middletown

Booked 1 time today

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 daily and dinner Tuesday - Saturday.

A photo of The Farm Italy Restaurant + Bar restaurant

9. The Farm Italy Restaurant + Bar

4.6

Exceptional(1751)

$$$$Price: Expensive

• Italian • Huntington

Booked 108 times today

The Farm Italy has a style that stands out with impressive art lining the walls in a beautiful welcoming space, an amazing menu that gives new life to classic Italian cuisine and an intriguing collection of alluring cocktails.From The Creators of Besito Mexican Restaurants, The Shed Restaurants & Ballo Italian Restaurant Mohegan Sun… Welcome to The Farm Italy.

A photo of J. Gilbert’s – Wood Fired Steaks & Seafood – Glastonbury restaurant

10. J. Gilbert’s – Wood Fired Steaks & Seafood – Glastonbury

4.8

Exceptional(10331)

$$$$Price: Expensive

• Steak • Glastonbury

Booked 128 times today

J. Gilbert's is an "upscale casual" steakhouse serving prime-aged beef cooked over a mesquite wood-fired grill. Guests enjoy various cuts of steak, fresh seafood (including award-winning crab cakes) & other house made favorites like the Maytag Blue potato chips & chocolate velvet cake. The cozy atmosphere includes fire side dining, rich wood, brick & soft lighting where you can enjoy dinner for two or host a large party. The extensive martini & wine list offers the perfect compliment to an excellent meal delivered with attentive service. Reservations are highly recommended.

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See what locals rave about

From verified diners like you

From verified diners like you

D
Daniela
San Francisco Bay Area •2 reviews
5.0
Dined 3 days ago
Delicious, unique and satisfying meal with excellent service in a beautiful, minimalist setting. The wine list was interesting and well priced, as well. This place is a welcome addition to Middletown - a sophisticated menu with a relaxed and friendly atmosphere. And a gorgeous bar!
More info
OsaPrice: Moderate• Contemporary American• Middletown
•
4.8
E
Edvip
New York City •28 reviews
5.0
Dined on 11 Nov 2024
Great place for a business/team meal. The Team loved their dinners!
More info
Red Fox RestaurantPrice: Moderate• Steakhouse• Middletown
•
4.4
K
Kirby
Greater Boston •4 reviews
4.0
Dined on 1 Nov 2024
Some of the tapas, like the grilled octopus and lamb croquettes (a special of the day) were exceptional, and most were very good. Fans of gambas al ajillo may want to skip it, as the shrimp were disappointing. El Pulpo also has many paella options, and the Valenciana was nice. It had a good crust around the edge of the pan and rich flavors.
More info
El Pulpo & Tapas Bar - MiddletownPrice: Moderate• Tapas / Small Plates• Middletown
•
4.7
R
Ruby
San Francisco Bay Area •2 reviews
5.0
Dined on 1 Nov 2024
Party of 7 sat comfortably at the crescent table and had a great time-quieter part of restaurant. Food was great!
More info
Stella D'oroPrice: Expensive• Italian• Middletown
•
4.9
E
eric
New York City •7 reviews
4.0
Dined on 29 Oct 2024
Very quick - maybe a little too quick, service. Food was outstanding. A little loud but could have conversation. Will go back.
More info
Red Fox AmorePrice: Expensive• Italian• Middlefield
•
4.3

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