Cities / Boston / Boston's Hidden Speakeasies

Boston's Hidden Speakeasies

By Boston Bucket List

These unseen places are the place to be seen 🤫


It’s been quite some time since the prohibition (almost 87 years, to be exact), and although we can legally drink again, there’s something intriguing about sneaking into a hidden bar and feeling like you’re breaking the law. Luckily, Boston is full of these hidden gems and we’ve rounded up the top 10 must-see speakeasies in town.

Drink

 
 
 
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In true speakeasy fashion, you’ll never notice this place unless you know to notice it (though the line out of the door usually gives it away). Oh, and don’t bother asking for a drink menu at this underground bar— they don’t have one. This bar is for the adventurous. Let your mixologist know what type of drink you fancy, and watch them skillfully whip one up for you. Stop by the second Sunday of every month for Tiki Sundays—complete with classic tiki cocktails and tropical inspired cuisine.

How to get in: Walk into a door marked “Sportello” (an upstairs Italian eatery), and walk down the stairs.
Where: 348 Congress St. Boston, MA 02210 | Fort Point

For more information.

Wink + Nod


(Photo Credit: Wink + Nod)

As a rotating kitchen, you’ll never eat (or drink) the same thing twice in this hidden spot. Wink + Nod offers chefs a pop-up program, where they can test—and you can taste—their newest and boldest creations. They have an extensive craft cocktail menu and a monthly scotch club for scotch enthusiasts. 

How to get in: Just walk through the front door…if you can find it. There is signage, but it’s small, so be on the lookout!
Where: 3 Appleton Street Boston, MA 02116 | South End

For more information.

a4cade

 
 
 
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Take a step back into your childhood. This secret arcade bar is the brainchild of Roxy's Grilled Cheese and Area Four, two local foodie spots. The bar is a blast from the past featuring all of your faves, from pinball and Tetris to Skeeball and Mario Kart, you’ll feel like you’re 12 years old again…except with a little more of a buzz. Oh, and be sure to get there on the earlier side—A4cade is first come, first served, and does not accept reservations.

How to get in:  Look for the “Roxy’s Grilled Cheese & Burgers” sign and enter. Head towards the double swinging doors that look like they’re for staff only. Pull on the handle that looks like a walk-in freezer, and get your game face on.
Where: 292 Massachusetts Avenue Cambridge, MA 02139 | Central Square

For more information.

Supper Club at Capo

 
 
 
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A Southie staple, Capo offers delicious Italian food (stop by on Wednesdays for all-you-can-eat pasta) and craft cocktails. However, the lesser known Supper Club will instantly take you back in time. They have live music almost every night, so stop by for Sinatra Sundays to get the full Supper Club experience. Our go-to drink? The Paesano—a delicious medley of gin, prosecco, basil and lemon. 

How to get in:  Walk into the restaurant and walk down a flight of stairs behind the hostess stand.
Where: 443 West Broadway Boston, MA 02127 | Southie

For more information.

Lucky’s Lounge

 
 
 
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Step into the decade of The Jitterbug at this retro Sinatra-themed lounge that will have you feeling like the Rat Pack is about to walk in. While they open at 11:30am and offer a full menu, Lucky’s really comes alive at night. With more of a bar/club vibe than restaurant, this hotspot has live music every night of the week, making it the perfect place to end your night with a bourbon and Boogie Woogie.

How to get in: Keep your eyes peeled, because Lucky’s is easy to miss. They will typically (but not always), place a small sign on the sidewalk, but much like Drink, the line outside is the best way to find it.
Where: 355 Congress St, Boston, MA 02210 | Seaport

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Tasting Room At Bully Boy Distillery

 
 
 
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As Boston’s first true distillery, you can be sure the cocktails are good and strong at Bully Boy. Owned by two brothers, the distillery makes a number of spirits, including vodka, rum, gin, and whiskey. Lesser known is its tasting room, a still-to-glass cocktail bar that uses seasonal ingredients, homemade tinctures and syrups, and more. Try their rotating barrel-aged cocktail for a neat night.

How to get in: You’ve found the Tasting Room when you come upon a door stamped with “44,” and an interior door marked with C6H12O6 → 2 C2H5OH + 2 CO, the chemical formula for turning sugar into alcohol!
Where: 44 Cedric St, Boston, MA 02119 | Roxbury

For more information.

Modern Underground

 
 
 
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Located in Boston’s historic North End, Modern Pastry has some of the best cannolis in town. But, after (or before...we’re not judging) your cannoli, sneak downstairs to Modern Underground—a restaurant and bar with pub-style food. It’s numerous flat-screen TVs make it an ideal—and less crowded—place to watch the game, and you can even have a cannoli delivered to you from upstairs! Every Bostonians dream, cannolis and Pats, all in one place.

How to get in: Walk into the Modern Pastry storefront and down the unmarked stairs.
Where: 257 Hanover St, Boston, MA 02113 | The North End

For more information.

Bogie’s Place

 
 
 
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This hidden gem is so exclusive that photos are hard to come by. Why? The bar keeps it as authentic as possible with a no cell phone policy. During the Prohibition, if photos of a speakeasy were found, they risked being shut down by police. This 20’s-themed steakhouse is nestled inside of another restaurant called jm Curley. Bogie’s is so well hidden, that very few know about it and those that do, usually stumble upon it by accident… while searching for the restroom at Curley’s.

How to get in: Enter at jm Curley and head towards the back. Walk behind the curtain next to the “Adults only, please no cell phone use” sign.
Where: 21 Temple Place Boston, MA 02111 | Downtown Crossing

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Backbar

 
 
 
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If you’re looking for something a bit more laidback, head to Backbar in Union Square. Tucked inside of an alley, this speakeasy cocktail bar prides itself on modesty, focusing on stellar cocktails and bites—without the pretentiousness. Pinkies down, folks!

How to get in: Good luck. Walk down an alleyway off of Sunburn Court until you see an unmarked red door. Once in, walk down the hallway.
Where: 7 Sanborn Ct, Somerville, MA 02143 | Union Square

For more information.

Saloon

 
 
 
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Whiskey lovers rejoice. This pre-prohibition era bar has over 150 whiskeys and light bites. The hideaway is located in the basement of The Rockwell, a small performing arts theater, making it the perfect place to grab a drink pre or post show.

How to get in: Look for The Rockwell’s sign. Head inside and head downstairs.
Where: 255 Elm St, Somerville, MA 02144 | Davis Square

For more information.