Lucky’s Lounge is a very unique restaurant in the Fort Point Channel district of Boston. If you didn’t know it was there, you would walk right past it. On the corner of Congress and A Street, it feels like your own little secret hideaway. The décor brings you right back to the old days of Vegas. Well, if you were old enough to have gone to Vegas in the 50s or 60s. Or it makes you think of Mad Men. ![]()
My first occasion at the restaurant was during a concierge dinner back in October. We met in the music side of the bar (live music almost every night) and ordered a drink. I ended up with a beer at first then moved on to a delicious cocktail.
The first part of our dinner was a “sampling” of appetizers. I use the word sampling lightly though because we had SO much food I ended up not being full for dinner. We ordered baby corn dogs (SO good!), smoked chicken tacos, seared ahi tuna tacos, Lucky’s wings, the most amazing sliders with perfectly cooked Kobe beef, muenster cheese, sunny side up quail egg and applewood smoked bacon aioli:
And these nachos that I don’t even know how to describe. Well, it was pretty much like playing Jenga when eating it. Apparently in order to enjoy them to the fullest, you have to be messy with them. It was covered in melted cheese, sour cream, black olives, jalapenos, salsa, black beans, chili and chicken. I had been craving nachos so these were perfect. ![]()
For dinner, I ended up ordering the Southie fried chicken to take home to David. He raved about it.
The next time I went to Lucky’s, David and I were on our way to Strega Waterfront for a concierge reception. We went for a full dinner since we weren’t sure what was being served at the reception. I told David how awesome their sliders were, so we ordered some of their mini burgers with cheese and sautéed onions. Not as good as the Kobe sliders but still delicious.
For my entrée I had the Southwestern Chopped Salad (grilled honey BBQ chicken, greens, fresh corn, red onion, black beans, chipotle ranch dressing, topped with shredded cheese and crushed tortilla chips.)
And yes, there was salad under there. The BBQ seemed a bit weird for a Southwestern salad but it was filling and delicious. I also had a white sangria to drink.
In a place like Lucky’s (where they also have a great Sinatra brunch on Sunday) you would never think that they would have as stellar and award-winning a menu as they do. But it’s probably one of the best places for an after work drink and a casual dinner with awesome music. Don’t forget the fedora! ![]()
Lucky’s Lounge is located at 355 Congress Street in Boston, MA.

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I just went to Lucky’s for the first time last week – it’s a fun place! I enjoyed that burger with the egg on top, too.