Best Restaurants with a Happy Hour in Trumbull

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSteakhouseSeafoodTapas / Small PlatesComfort Food

Regions

FairfieldNew Haven

Areas

BridgeportFairfieldMilfordSheltonSouthportStratford

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

Accessibility

Wheelchair access

14 restaurants available nearby

1. La Fortuna

4.5

Awesome(247)

$$$$Price: Moderate

• Italian • Stratford

Booked 3 times today

La Fortuna Bar and Restaurant is a family-owned restaurant, serving Italian cuisine and Brick oven Pizza.Philly's, "the cuisine master", is the founder of La Fortuna Bar and RestaurantConnecticut State and Italian food go hand-in-hand, like spaghetti and meatballs. In the late 18th thru the early 20th centuries, A lot of Albanian’s immigrated to Italy for many year’s where they have gotten tremendous experience in Italian Cuisine. Later they flocked Italy to the USA looking for opportunities in the New World, and brought their culinary traditions along with them to neighborhoods that later became Little Italy and Hell's Kitchen. Philly's the owner of La Fortuna Bar and Restaurant she is one of them.

2. Ola Latin Kitchen

5.0

Exceptional(22)

$$$$Price: Expensive

• Latin / Spanish • Bridgeport

Booked 2 times today

Chef-owner Rene Lemus, originally from Guatemala spins regional ingredients into beautifully balanced dishes. Ola Latin Kitchen offers Lemus’ simple yet refined cuisine from the countries of Latin America with European influences from places like Portugal and Spain. Ola Latin Kitchen features a unique cocktail list and bustling atmosphere, flavor packed tapas, savory steaks, and a vast selection of seafood dishes to suit an array of palates. The beverage menu features innovative, hand-muddled cocktails specialty mojitos and margaritas with flavors of guava, passion fruit or coconut. The vibrant décor fuses traditional and contemporary tastes, the perfect setting to savor Ola Latin Kitchen’s acclaimed cuisine. Ola Latin Kitchen has truly brought tropical dining and style to Connecticut.

3. Cana Bar & Lounge

(0)

$$$$Price: Expensive

• Brazilian • Bridgeport

Booked 1 time today

Experience the vibrant flavors of Brazil at Cana Bar & Lounge.Enjoy juicy grilled meats, fresh sides, and expertly crafted Brazilian cocktails. Join us for an unforgettable culinary journey.

A photo of Terrain Cafe – Westport restaurant

4. Terrain Cafe – Westport

4.7

Exceptional(2995)

$$$$Price: Moderate

• Contemporary American • Westport

Booked 99 times today

Terrain’s greenhouse cafe offers seasonally inspired brunch and dinner menus, alongside a thoughtfully curated beverage program. Our dedicated culinary team works closely with purveyors to ethically source fresh, high-quality ingredients that lay the foundation for our nourishing dishes. Each cafe's unique and deliberately designed environment blurs the line between indoor and outdoor spaces, providing an inspiring dining experience every time. Our Westport cafe offers a full-service bar featuring small bites, seasonal cocktails, and a robust yet approachable wine list.

A photo of Mercato Italian Kitchen & Bar - Shelton restaurant

5. Mercato Italian Kitchen & Bar - Shelton

4.6

Exceptional(103)

$$$$Price: Moderate

• Italian • Shelton

Booked 62 times today

At Mercato, a new-school Italian restaurant, we embrace our motto: Mangia, Bevi, Ridi—Eat, Drink, Laugh. Enjoy delicious pasta, pizzas, salads, and authentic Italian dishes crafted with high-quality, locally sourced ingredients.Join us in our warm, inviting atmosphere for a casual dinner or a special night out. At Mercato, eating, drinking, and laughing are at the heart of everything we do.

6. Artisan

4.8

Exceptional(1741)

$$$$Price: Expensive

• Contemporary American • Southport

Booked 35 times today

Artisan serves New England inspired farm to table cuisine. Located adjacent to the new Delamar Southport hotel, Artisan sets itself apart by offering a menu and an environment that is both refined and relaxed.

A photo of Blackstones Grille restaurant

7. Blackstones Grille

4.5

Awesome(966)

$$$$Price: Expensive

• Steakhouse • Southport

Booked 22 times today

With decades of experience, Blackstones Steakhouse Group is proud of its impeccable service, ambiance and extraordinary food. From juicy cuts of dry-aged steak, and the freshest seafood and raw bar, Blackstones maintains its reputation on offering the ultimate dining experience. Only the best USDA prime beef is used and every cut is carefully dry-aged to provide the perfect concentration of taste, arriving at your table on a piping hot plate, sizzling with flavor. Join us every Thursday for our Classic Prime Rib Special! (Due to significantly increased demand for our "Prime Rib" special, reservations are required). Outdoor Dining - Patio will reopen September 2023! Perfect for football season

8. Chaplin

4.5

Awesome(246)

$$$$Price: Expensive

• Seafood • Shelton

Booked 9 times today

We wanted the best possible quality meat program, seafood towers overflowing with oysters, clams, shrimp, and mussels, and the kind of cocktails that are impossible to get sick of, all in a beautifully designed, unique space. And we wanted it not in New York – we want it right here in Shelton, CT. Enter Chaplin.

A photo of Market Place - Shelton restaurant

9. Market Place - Shelton

4.7

Exceptional(314)

$$$$Price: Moderate

• American • Shelton

Booked 11 times today

Market Place, known for its American tavern style cuisine! We celebrate and encourage local, organic and sustainably harvested food and spirits. Open seven days a week, outdoor dining, and brunch Saturdays and Sundays. We look forward to you trying our inventive, seasonally inspired cuisine and cocktails. Eat sustainably, live well, and enjoy your experience at Market Place!

10. Boca Oyster Bar

3.9

Excellent(1083)

$$$$Price: Expensive

• Seafood • Bridgeport

Booked 3 times today

Located at Steelpointe Harbor, a new public realm consisting of a network of streets, open spaces, water views and harbor side strolling, Boca Mediterranean Oyster Bar will be your go-to destination for stunning water views and New England fare.

See what locals rave about

From verified diners like you

J
JanetVIP
New York City •12 reviews
5.0
Dined 2 days ago
Beautiful restaurant- especially for lunch- go shopping after with the 20% discount you get on your receipt.
More info
Terrain Cafe – WestportPrice: Moderate• Contemporary American• Westport
•
4.7
S
Stan
Connecticut •13 reviews
5.0
Dined 2 days ago
Great service. Leila introduced herself and did a great job with taking our order and the staff served us well. Area was quiet and we were not rushed at all. Had the filet panini which was on pizza dough. Different but good and done well Only observation is that for a handicapped person who was with me had difficulty getting up front sidewalk area. Needs a slope in front to drop off those people
More info
Mercato Italian Kitchen & Bar - SheltonPrice: Moderate• Italian• Shelton
•
4.6
T
Tom
New York City •12 reviews
5.0
Dined 7 days ago
As always, the food was fantastic. Their service was excellent. This is my favorite restaurant.
More info
La FortunaPrice: Moderate• Italian• Stratford
•
4.5
N
Nicole
Greater Boston •1 review
5.0
Dined on 11 Jan 2025
My family and I celebrated my sisters birthday, the food was amazing, drinks were delicious and the staff was so kind and attentive. Everyone had a great time and loved their experience at Ola’s!
More info
Ola Latin KitchenPrice: Expensive• Latin / Spanish• Bridgeport
•
5

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