11 Best Southwest American Restaurants In Middletown

11 restaurants available nearby

A photo of Harrie’s Jailhouse - Middletown restaurant

1. Harrie’s Jailhouse - Middletown

new

4.9

Exceptional(4)

Price: Moderate

• Mexican • 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.

2. Osa

4.8

Exceptional(724)

Price: Moderate

• Mexican • Middletown

Booked 2 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

3. Red Fox Restaurant

4.6

Exceptional(336)

Price: Moderate

• Mexican • Middletown

Booked 4 times today

Red Fox Restaurant in Middletown is a family-owned gem that delivers an impeccable blend of Mediterranean and Contemporary American cuisine. Praised for its top-notch fare and exceptional service, Red Fox stands out with dishes like the "delicious" filet mignon and perfectly cooked salmon. The restaurant is celebrated for its "beautiful patio" and romantic ambiance, making it a favorite for both locals and visitors. Reviewers rave about the "amazing atmosphere" and the quality of both the food and the service, describing it as "100 out of 10." It's the attention to detail, friendly staff, and consistently excellent meals that make Red Fox a must-visit for anyone craving authentic Contemporary American dishes. Whether you're there for a cozy dinner or a special occasion, Red Fox promises a memorable dining experience.

A photo of Tavern At The Armory restaurant

4. Tavern At The Armory

3.6

Very Good(11)

Price: Moderate

• Mexican • 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 daily and dinner Tuesday - Saturday.

A photo of The Flying Monkey Grill and Bar restaurant

5. The Flying Monkey Grill and Bar

4.6

Exceptional(39)

Price: Expensive

• Mexican • Newington

Booked 11 times today

The Flying Monkey Grill and Bar in Newington, Connecticut, is a vibrant hub of Fusion / Eclectic cuisine, celebrated for its delightful blend of flavors and inviting atmosphere. Since its establishment in 2016, the restaurant has consistently impressed diners with its innovative dishes and exceptional live Jazz and Blues performances, enhancing the dining experience. Guests rave about the "deliciously plump wings" and the overall "fabulous food and service," highlighting the restaurant's ability to combine great taste with energetic entertainment. One enthusiastic patron exclaimed, "The Flying Monkey is our new favorite," praising the quality of both the food and the live music. This local gem truly stands out for its authentic fusion offerings and spirited ambiance, making every visit a memorable culinary adventure.

6. Red Fox Osteria

new

4.3

Awesome(6)

Price: Expensive

• Mexican • Meriden

Booked 1 time today

Avanti Restaurant in Meriden has been sold! Red Fox CT has purchased the restaurant at 34 River Road in Meriden with plans for a new 'Fox' eatery!

7. Fire at the Ridge

3.1

Good(778)

Price: Expensive

• Mexican • Middlefield

Booked 9 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.

8. 1741 Pub & Grill

4.3

Awesome(260)

Price: Moderate

• Mexican • Middlefield

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 Casa Mia at the Hawthorne restaurant

9. Casa Mia at the Hawthorne

4.3

Awesome(158)

Price: Moderate

• Mexican • Berlin

Booked 2 times today

Casa Mia at the Hawthorne in Berlin, Connecticut, epitomizes the essence of Contemporary American cuisine with its diverse and flavorful menu that consistently delights its patrons. A guest raved about the "fall off the shank delicious and tender" Ossobuco Milanese, highlighting the culinary expertise that defines this establishment. The restaurant's ability to blend traditional American dishes with modern culinary techniques is evident, making each meal a memorable experience. The ambiance, coupled with live entertainment and a commendable service, enriches the dining experience, creating a perfect setting for both casual diners and special occasions. As one review succinctly puts it, the food is "amazing," and the atmosphere is "always right on point," making Casa Mia at the Hawthorne a must-visit for anyone craving authentic and high-quality Contemporary American fare.

A photo of The Fire Pits at Powder Ridge restaurant

10. The Fire Pits at Powder Ridge

4.3

Awesome(89)

Price: Expensive

• Mexican • Middlefield

Fire Pits are located outside off the restaurant deck. Reservations are recommended. $30 for 2 hour period, They are for restaurant dining only. No Outside food or alcoholMountain-side fare heating up the Connecticut food scene.The centerpiece of the dining experience at Powder Ridge Mountain Park & Resort will be the causal dining restaurant, Fire at The Ridge.For more information and menu options visit FireatTheRidge.com

‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

Best Southwest American Restaurants in Middletown

Price

Regions

Areas

Top Rated

Dining Options

Seating options

Accessibility

11 restaurants available nearby

1. Harrie’s Jailhouse - Middletown

2. Osa

3. Red Fox Restaurant

4. Tavern At The Armory

5. The Flying Monkey Grill and Bar

6. Red Fox Osteria

7. Fire at the Ridge

8. 1741 Pub & Grill

9. Casa Mia at the Hawthorne

10. The Fire Pits at Powder Ridge

Explore OpenTable