30 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 Superb43 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!!!“

4.3 Superb159 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.“

4.1 Good120 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 Superb162 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 Superb196 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 Superb67 Reviews
Housatonic House | Restaurant Bar 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?“

4.5 Superb218 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 Superb26 Reviews
Double J's Bar • $
352 Coram Ave, Shelton - 7.51 miles

“Good bar grub - their pizza is sourced from some of the best in New Haven - but the Chai Martini is next level. I'm a tea guy but I like espresso martinis, and this just has chai instead which is top notch delicious. A nice drink in a Shelton dive, but the bartenders and regulars are also some of the nicest people. Come by!“

4.8 Superb25 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“

4.5 Superb52 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 Superb36 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 Superb80 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 Superb32 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“

4.4 Superb24 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
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“

4.9 Superb110 Reviews
Trevi Lounge Bar • $
548 Kings Hwy Cutoff, Fairfield - 6.2 miles

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

4.2 Good47 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
Zebra Club Bar • $
369 North Ave, Bridgeport - 3.09 miles

“hot girls fun people and no hassles“

4.1 Good15 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.“

4.1 Good26 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
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.“

3.5 Good4 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 Superb250 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“

4.6 Superb142 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 Superb223 Reviews
Uptown Bar & Eatery Latin American • $$
102 Main St, Ansonia - 9.44 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

“It was just too dark in the seating that they gave us. I asked if they could turn up the lighting but they were unable to. Also, they put us right near the door on the coldest night when there were many other tables available. The food was excellent!!“

4.6 Superb108 Reviews

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