By Rachel Leah Blumenthal

Come dine with me. Fly me to the food. It was a very good meal. I could go on and on… but I won’t. Instead, I’m going to tell you where you can get your Sinatra fix and a solid brunch.

There’s no sign for Lucky’s Lounge, just a hard-to-spot garden-level entrance in a brick building on Congress Street. The menu’s posted outside, but no other evidence indicates that a restaurant is inside. It’s got a bit of a speakeasy feel, but don’t worry, you won’t need a password to get in. (A reservation’s a good idea, though. This hidden spot gets packed.)

With Sinatra-themed foods and drinks on the menu and art on the walls, Lucky’s is perhaps best experienced on Sinatra Sundays, which conveniently occur every Sunday. There’s live music nearly ever other night of the week and a full dinner and cocktail menu, but Sundays feature Sinatra in the morning and Sinatra at night. Sunday brunch is served 10am until 3pm, with live music by the Ron Poster Duo featuring Alex Macdougall from 11am until 2pm. No cheesy impersonation going on here, just a classy tribute to Ol’ Blue Eyes, whose voice Macdougall seems to effortlessly replicate. If you’d rather dinner or a cocktail, or both, stop by between 8pm and midnight, when the Al Vega Trio and Adam Herbert continue the tribute. Herbert also sings Saturday nights between 7pm and 10pm.

Comfort food is the focus here, and it’s done well — perhaps not well enough to warrant a special trip from far away for the food alone, but well enough to be part of the whole Sinatra package. Continuing along with the theme, Sinatra’s omelet (fontina, smoked prosciutto, tomatoes, and sauteed mushrooms) got a strong review from one of my dining companions. On the other hand, I was quickly overwhelmed (or underwhelmed, I suppose) by the extravagantly sweet cinnamon french toast, made with brioche and topped with a mountain of whipped cream. Kids will love it, but they’ll be bouncing off the walls for hours. Speaking of kids, brunch is definitely children-friendly, but you should probably get a babysitter if you want to enjoy late-night Lucky’s.

This “den of cocktail cool” features a large cocktail menu — try a raspberry-lime Lady Luck, or heat things up with an orange habanero margarita. The usual brunch suspects are available as well: mimosas, bellinis, and such. The collection of cocktails leans toward simple classics, and they’re generally enjoyable, so sit back, enjoy the music, and grab a couple drinks… one for your baby (and one more for the road). Just had to get that last one in there.

Hours: Mon – Fri 11 a.m. – 2 a.m.; Sat – Sun 10 a.m. – 2 a.m.

Rachel Leah Blumenthal is a Somerville-based writer, photographer, and musician. She writes about food on her blog, Fork it over, Boston!, and runs Boston Food Bloggers, a networking community. For more information, visit


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