39 Best Bars near Trumbull

The Vintage Horse Bar • $$$
Main St, Trumbull

“Jen’s attention to detail and creativity is amazing. She comes up with the most gorgeous, out of this world drinks and decorates them to the smallest detail like beautiful, housemade garnishes or her custom straws and glasses. She will give you a party your guests will be talking about for years to come.“

5 Superb48 Reviews
Sitting Duck Tavern American • $$
4244 Madison Ave, Trumbull

Customers` Favorites

Duck Wings and Tuscan Calamari
Bang Bang Shrimp and Fries
Bavarian Soft Pretzels
Sitting Duck Burger
Chicken Sandwich
Beef Tip Dinner
Chicken Alfredo
Calamari 3 Ways
Cadillac Burger
Mac and Cheese

“Could use a revised changed up menu items!!!“

4.2 Good283 Reviews
Prime One Eleven American • $$
51 Monroe Turnpike, Trumbull

Customers` Favorites

Lobster Chowder in Bread Bowl
Filet Mignon Chili & Chips
Lobster Mac and Cheese
Brownie Sundae Skillet
Ahi Tuna Street Tacos
Chicken Bruschetta
Wagyu Filet Mignon
Sicilian Calamari
Blackened Salmon
Chicken Sandwich

“Very nice place for lunch or dinner. The food is excellent and everything tastes fresh and well prepared. The atmosphere is comfortable and welcoming, making it a great spot to relax and enjoy a meal with family or friends. The service is also friendly and attentive. I would definitely recommend this place to anyone looking for a good meal and a pleasant dining experience.“

4 Good331 Reviews
My Bar & Grille Bar • $$
12 Broad St, Milford - 7.61 miles

Customers` Favorites

Boneless Honey Barbecue Wings Cajun Butter Wings and Fries
Karen's Potato Salad and Cheeseburger Sliders
Burger with Truffle Fries
Mac and Cheese
Pretzel Bites
Waffle Fries
Irish Nachos
Tater Tots

“I had an amazing experience at this bar and I highly recommend it!! They have the best burgers and wings!! Lots of TVs and staff is extremely accommodating. Even better the staff was extremely nice to myself and my family. The way the interact with my kids takes them over the top. Must try!“

4.7 Superb186 Reviews
Nautilus Bar • $$
54 Naugatuck Ave, Milford - 6.94 miles

Customers` Favorites

Mozzarella Pizza with Pepperoni
Custom Pizza That Was Devoured
Garlic Parm and Buffalo Wings
Goat Cheese Salad with Salmon
Fried Coconut Shrimp
Buffalo Chicken Wrap
Philly Cheese Steak
The Nauti Burger
Chicken Sandwich
Philly Eggrolls

“⭐️⭐️⭐️⭐️⭐️ We celebrated my daughter Stephanie’s Police Academy graduation here, and it was absolutely perfect. From the moment we arrived, the atmosphere was warm, welcoming, and celebratory exactly what we hoped for on such a meaningful day. The food was delicious, beautifully presented, and consistently excellent across the table. Every dish was flavorful and prepared with care. The service was attentive, kind, and made our family feel genuinely valued. What made the night truly special was how smoothly everything ran. Our guests were comfortable, happy, and full always a good sign! It created the perfect setting to honor Stephanie’s hard work and huge accomplishment. We are so grateful for such a wonderful experience and highly recommend this spot for special occasions, family celebrations, and milestone moments. Thank you for helping us create memories we’ll cherish forever. 💙“

4.6 Superb202 Reviews
Perfusion Bar Bar • $$
274 S Main St, Newtown - 9.41 miles

“Excellent expresso martini! Who ever put Sir Patrick Stewart in the men's bathroom is a legend!“

4.8 Superb70 Reviews
Retro Bar and Char Pizza • $
313 Main St, Ansonia - 9.34 miles

Customers` Favorites

Espresso Martini
Pretzel Sticks
Pepperoni Pizza
Cheese Pizza
Nachos

“Can get a little busy but I have a recommended I’ve attended there several times they have good music most of the time“

5 Superb121 Reviews
Double J's Bar • $
352 Coram Ave, Shelton - 7.51 miles

“Great Chill Place To Hang Out Or Throw Darts. The Workers Bobbi And Emily Are Amazing! Every Time I Go There They Give Me Great Service. They Play My Favorite Movie Nacho Libre Whenever I Went Although I Haven't Seen It Recently But 8/10 Times It's On And I'll Grab My Pizza, Beer, And Nuggets Which Is Also Pretty Good

10/10 Highly Recommend“

4.9 Superb32 Reviews
Casey's Pub Bar • $
2019 Bridgeport Ave, Milford - 7.18 miles

“Casey’s Irish Pub is an absolute gem glowing in the heart of Milford! Stepping through the door feels like a warm embrace from old friends the bartenders greet you with genuine smiles, remember your name, and make every visit sparkle with that cozy, family-like magic. Whether you’re unwinding after a long day or toasting life’s wins with your crew, the vibrant energy here sweeps you away. An unforgettable haven highly recommend! 🍀✨ #CaseysIrishPub #MilfordCT“

4.9 Superb29 Reviews
Housatonic House Bar • $$
337 Roosevelt Dr, Seymour - 8.96 miles

Customers` Favorites

Housatonic House Burger
The Tahitian Burger
Twin Lobster Rolls
Chicken Rigatoni
Housatonic Burger
Bang Bang Shrimp
Seafood Paella
Coconut Shrimp
Salmon Dinner
Chicken Wings

“I was recently there for dinner with my wife . Food was good , service was excellent and the entire staff could not have been more accommodating and we interacted with a number of them . Nice decor and spoke about coming back in summer months as the venue would be great . Unfortunately we will never go back . When I got the bill I saw that they charged me 75 cents for mustard that I requested for my deluxe burger , I was infuriated . The catsup was free but was blown away by a charge for mustard. Did not complain or even mention it . It was minor on a $60 bill plus a 25% tip . But the fact that someone would nickel and dime you like that said I will take my business elsewhere . Can you imagine doing that?“

4.4 Superb210 Reviews
Left Field Sports Bar Bar • $$
458 River Rd, Shelton - 7.12 miles

“great place good food and good live music“

4.9 Superb18 Reviews
Copper City Bar & Grill Bar • $$
82-84 Main St, Ansonia - 9.45 miles

Customers` Favorites

Arthur Ave Meatball Spring Rolls
Chicken Caprese Sandwich
Steak Tips \u0026 Fries
Nachos Borrachos Half
Lobster Mac and Cheese
Chicken Scarpariello
Seafood Mussel Pot
Seafood Chowder
Beef Short Ribs
Angus Meatloaf

“Went there yesterday for the first time. Wonderful atmosphere and the food was delicious! Great job“

4.4 Superb103 Reviews
Hillside Cafe & Pub Bar • $$
20 N Spring St #1, Ansonia - 9.52 miles

Customers` Favorites

Jack Daniel's Slippy Joe with Potato Salad \u0026 Beans
Empanadas

“What an outstanding pub people are great food is fantastic. I gave it five star.“

4.6 Superb34 Reviews
Puerto Vallarta Fairfield Mexican • $$
2000 Black Rock Tpke, Fairfield - 4.97 miles

Customers` Favorites

Caterings 5 Classic Margarita Togo
Guacamole En Molcajete Handmade
Chicken and Steak Fajita
Chef Armando's Fajitas
Chocolate Mousse Cake
Table Side Guacamole
Enchiladas Bandera
Quesadilla Platter
Sopa de Camarones
Side of Guacamole

“amazing stunning and the best Mexican food in town. the service was incredible, the owner extremely nice, the decoration was beautiful and well put together. I give this place 10 stars for being my newest hot spot. this place is fantastic 👏 👌 🙌 😍 😀 ❤️“

4.6 Superb309 Reviews
Horseshoe Cafe Cafe • $$
355 Pequot Ave, Southport - 8.55 miles

Customers` Favorites

Fish & Chips Friday Saturday Sunday
Classic Cheese Burger
Maple Chicken Wings
Bacon Cheeseburger
Stella Artois
Fries

“Because it is the ‘shoe!!“

4.5 Superb35 Reviews
The Lazy Lobster Seafood • $$
6 Broadway, Milford - 7 miles

Customers` Favorites

Lobster Roll BBQ Rib Meat We Call It a Libby Roll
Crab Cakes Corn Chowder & Lobster Slaw
Towered Lobster Grilled Cheese
Steam Clam and Mussel Bucket
Pulled Chicken Sandwich
Lazy Lobster Cole Slaw
The Lazy Lobster Roll
House Baked Baguette
Hour Baby Back Ribs
Lazy Lobster Slaw

“Amazing job on the renovation inside and out, cannot wait to taste some of your new menu choices and looking forward to the best lobster roll in CT!!“

4.6 Superb215 Reviews
Karaoke On Main Bar • $$
1103 Main St, Bridgeport - 4.41 miles

Customers` Favorites

Seasoned Curly Fries
Bar Karaoke Nachos
Buffalo Wings
Hot Wings

“Excitement, Kareokee, family“

4.4 Superb49 Reviews
Gusto Trattoria Italian Restaurant Italian • $$
255 Boston Post Rd, Milford - 6.79 miles

Customers` Favorites

Cavatelli with Broccoli
Rigatoni Alla Vodka
Cheese Wheel Pasta
Eggplant Rollitini
Meatball Appetizer
Chicken Parmigiana
Penne Matriciana
Chicken Francese
Chicken Marsala
Crispy Calamari

“Gusto is absolutely FANTASTIC! My family went there yesterday for my mother's birthday and we all thoroughly LOVED it. The food is incredibly delicious and well-portioned. Our server, especially, was really wonderful, very peppy, caring and attentive. Don't know her name but she is around 4' 11" - 5' 2", wears eyeglasses and is of Asian descent. She's really terrific, as are the chefs. Been wanting to visit Gusto for several years. Well worth the wait.“

4.4 Superb164 Reviews
Trevi Lounge Bar • $$
548 Kings Hwy Cutoff, Fairfield - 6.2 miles

“Always welcoming to my friends and community with great events!“

4.4 Superb46 Reviews
Evolution Sport Bar and Lounge Bar • $$$
1279 North Ave, Bridgeport - 3.79 miles

Customers` Favorites

Fried Mozzarella
Chicken Tenders
French Fries
Onion Rings
Tostones
W Fries
Shrimps
Wings

“🥂🍹🍷 súper lindo el Ambiente“

4.6 Superb17 Reviews
Tony D's Cafe Bar • $
937 Post Rd, Fairfield - 7.18 miles

“Its a great place to watch sports and Tony is a awesome person“

4.5 Superb14 Reviews
Old Stratford Ale House Bar • $$
1722 Barnum Ave, Stratford - 4.48 miles
4.8 Superb6 Reviews
Osteria Romana - Main St. Italian • $$
89 Main St, Monroe - 4.78 miles

Customers` Favorites

Cavatelli Sausage and Broccoli Rabe
Fettucine Bolognese - Oo
Apple Tart with Gelato
Fettuccine Bolognese
Calamari Fritti - Oo
Rigatoni Carbonara
Tagliata Di Manzo
Veal Saltimbocca
Mushroom Risotto
Salmon Mostarda

“Food was delicious! Drinks were very expensive. C&C sour was $14.95..small glass with lots of ice!!“

4.5 Superb249 Reviews
Chico Franco’s Lounge Bar •
47 Bridge St, Ansonia - 9.32 miles

“I love coming by! Owner is really friendly and makes incredible drinks. You can play your own music in the touch tunes. If you’re the type that likes their drink to be sweet and can’t taste alcohol but get drunk fast, this is your place! 🤩incredible prices!!! My go-to place every time“

5 Superb2 Reviews
Cuppy's Cafe Bar • $
366 Coram Ave, Shelton - 7.51 miles

“Cuppy's is a great neighborhood bar and their staff are very friendly.“

4.3 Superb11 Reviews
Postgame Bar & lounge LLC Bar •
8 Water St, Ansonia - 9.36 miles

“This Place is great to unwind! Friendly service with a wonderful selection of Libation. The crowd is a mixed Young and Mature there's Enough room to dance and smoking outside. Music is a Awesome of contemporary and old school classics. Usually a live D.J on Fridays as well as low key really good food when offered. You can expect this place to get crowded fast.“

5 Superb1 Reviews
Dew Drop Inn Bar & Grill • $$
25 North Ave, Derby - 7.82 miles

Customers` Favorites

Bacon Butter Garlic Parmesan Wings
Not so Basic Flavors Wings
Cajun Garlic Butter Wings
Mango Pineapple Habanero
Lemon Pepper Wings
Chicken Wings
Nashville Hot
Cajun Butter
Curley Fries
Bourbon BBQ

“Today was my first time there the wings were excellent the 2 bartenders I didn’t catch the to girls names but they were awesome they had time to talk to us and laugh Also. we will definitely be back Thank you Sal 10/23/25“

4.5 Superb159 Reviews
Captain's Cove Heliport Bar • $$
1 Bostwick Ave, Bridgeport - 5.84 miles

“Went with my daughter ad we both ordered fish and chips. Order is picked up at counter. Fish and fries were both hot and crispy, with a large piece of cod. It was light and flaky. People at the counter were friendly and helpful. Sat on the dock area under a covering. Very nice experience.“

3.7 Good3 Reviews
Uptown Bar & Eatery Latin American • $$
102 Main St, Ansonia - 9.45 miles

Customers` Favorites

Pineapple Upside Down Cake
Chicken Tikka Masala
Amaretto Creme Brulee
Cajun Salmon Fresca
Meat Lovers Paella
Steak with Tostones
Fig & Blu Flatbread
Bang Bang Shrimp
Tres Leches Cake
Shrimp and Grits

“Highly recommend the Southwest Chowder. We enjoyed the hanger steak with chimichurri sauce, rice and black beans and fresh veggies. Outstanding. We loved the tres letches - always a good choice. Our server, Eddie, was excellent! Thoroughly enjoyed dinner.“

4.5 Superb112 Reviews
Tautog Tavern Bar • $
2926 Fairfield Ave, Bridgeport - 6.12 miles

“Great food, cocktails and ambience. Will definitely be back. A big step above most pub food. The selection of sliders alone was impressive. We also had the Brussels sprouts and steak and really enjoyed it all. The S.o.b cocktail was perfect. Plenty of parking in back and the staff is great and knows their stuff.“

4 Good22 Reviews
The Sinclair Bar • $$
1229 Post Rd, Fairfield - 7.44 miles

Customers` Favorites

Ceasar Salad with Shrimp
Chocolate Lava Cake
Buffalo Cauliflower
Lobster Lollipops
Side Caesar Salad
Guacamole & Chips
Shrimp Cocktail
Steak Sandwich
Steak and Eggs
Breakfast Pasta

“Very tasty food, good portions, and superior menu offerings. Attentive and friendly service, and a nice selection of drinks.“

4.1 Good135 Reviews
Little Pub American • $$
10 Washington Pkwy, Stratford - 7.53 miles

Customers` Favorites

South by Southwest Eggrolls
Farmers Market Spring Rolls
Little Pub Hot Lobster Roll
Classic Bacon Cheeseburger
Ladder Company Hot Wings
Hamburger Chopped Salad
Meatloaf Grilled Cheese
Little Pub Big Pretzel
3am at the Diner Fries
A M at the Diner Fries

“Customer service was nice and friendly, accurate speed and service! Would love to do business with you in the near future“

4.4 Superb175 Reviews
Caloroso Eatery & Bar Pizza • $$
100 Center St, Shelton - 7.46 miles

Customers` Favorites

Blackened Chicken Penne Pasta Carbonara
Garlic Bread with Cheese
Eggplant Parmigiano
Sausage and Peppers
Fried Mozzarella
Build a Burger
Hot Oil Pizza
Pizza Bottom
Caesar Salad
Meatballs

“We had the most wonderful experience at Caloroso Eatery & Bar. Unbeknownst to me, my family planned a surprise birthday party and had it at Caloroso’s in early December. Because the weather was still good, the party took place in the Sky Terrace…the space was very inviting and large enough to accommodate the 33 of us! Ashley and others of the Caloroso team made sure that no one went thirsty or hungry! The buffet of chicken parm, chicken marsala, pasta, salad, and more was totally delicious and plentiful! The large screen in the room made it possible for all to see the birthday trivia game through which I relived lots of happy memories and milestones! I had no idea what was waiting for me when I walked up the stairs and went through the doors into the Sky Terrace…and I’ll never forget the SURPRISE experience! Thank you, family, and thank you Caloroso team for helping to make the day a cherished lifelong memory!!“

4.4 Superb114 Reviews
Monroe Social American • $$
494 Main St, Monroe - 6.69 miles

Customers` Favorites

Beef and Barley
Fish

“We had my daughter’s bridal shower at Monroe Social back in June. I cannot say enough good things about our experience. Constantin did an amazing job helping me with the planning details. Dave was absolutely amazing the day of the brunch…from set-up until the end! He handled all of our requests, with a big smile on his face to boot! The brunch was delicious. What a great venue for any celebration! Thank you!“

4.4 Superb100 Reviews
Breeze Latin Fusion cuisine Latin American • $$
470 Howe Ave, Shelton - 7.57 miles

Customers` Favorites

Brussels Sprouts with Bacon and Truffle Oil
Cuban Sandwich w French Fries
Toston Con Pollo Tinga
Chillo Whole Snapper
Arepa Con Ropa Vieja
Tinga De Ropa Vieja
Flan and Tiramisu
Whole Red Snapper
Fried Ice Cream
Corn on the Cob

“Always a great experience.“

4.4 Superb99 Reviews
JC's Sports Bar & Grill Bar & Grill • $$
330 Howe Ave, Shelton - 7.55 miles

Customers` Favorites

Fettuccine Alfredo with Broccoli and Sausage
Pork Chops Ascot Style
Chicken Wings
Onion Soup

“yes, ordered a pork chop at dinner , I thought it was 12 ounces and it was 22 oz. so big I ate it for 5 days. moving back to Shelton, I now go there all the time I love it. you should come to love it too. great hometown people“

4.7 Superb26 Reviews
Zebra Club Bar • $
369 North Ave, Bridgeport - 3.09 miles

“hot girls fun people and no hassles“

3.6 Good16 Reviews
Captain's Cove Seaport (Marina, Restaurant & Bar) Bars • $$
1 Bostwick Ave, Bridgeport - 5.9 miles

“Amazing place for summer vibes. Food is great and reasonable with amazing lobster. There was live music with a decent crowd and plenty of sitting in and outdoors for families or smaller groups. Bar up stairs giving a separate adults only area were you can relax and have an incredible view overlooking the restaurant/docking area. Will return.“

4.3 Superb194 Reviews
Metric Bar & Grill Bar & Grill • $$
39 Cannon St, Bridgeport - 4.49 miles

Customers` Favorites

Black Rice and Beans with Lagumes
Fried Plantains and Pork
Plat De Friture Fritay
Chef Pierre Crab Cakes
Bacon Wrapped Shrimp
Marinated Conch Meat
Black Angus Burger
Creole Chicken
Steak Sandwich
Red Snapper

“😊😁😁😁😁😁😁😁😁😁😁😁😁😁😁😁😁😁😁😁😊😁😁😊😊😊“

4.5 Superb31 Reviews

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