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Occasion Guide · Boston

The bars our editors send first-date readers to in Boston

TC
Tom Callahan
8 min read

Published · Last updated · Reviewed by the barsforKings editorial team

Conversation-friendly. Easy to leave. Drinks under $20. Ten bars our editors keep recommending when readers ask where to take a first date.

First dates are the highest-stakes hospitality test in the city. The room has to be quiet enough to hear each other but full enough that a long silence does not feel cavernous. The drink list has to give a reader who does not drink a graceful out. The exit has to be easy. Our editors have spent the past year vetting Boston's cocktail rooms specifically for this question — where do you take someone you might not see again, but might see for the next twenty years?

Where the editors take a first date in Boston

The first six picks below are the editors' default — the rooms we send a friend to first when they ask. Each is followed by a recommendation we have ordered ourselves at least three times. Click any bar name to read the full review, signature drink notes, neighbourhood guide and how to book.

01
The Quiet Few

At The Quiet Few in East Boston, the room is what it should be — quiet without being precious, busy without being a queue. Easy to leave gracefully if it is not working. Easy to extend if it is. The exit has a quiet street, not a queue. Editors' rating in our database: 4.7 of 5.

Order: Whiskey Flight

02
Shore Leave

Shore Leave sits in South End and the painkiller arrives in a coupe and the bar staff move at the right pace. Easy to leave gracefully if it is not working. Easy to extend if it is. The exit has a quiet street, not a queue. Editors' rating in our database: 4.6 of 5.

Order: Painkiller

03
Saloon

Saloon sits in Davis Square and the door is unmarked enough to feel discovered and known enough to be reliable. Conversation here travels well. The acoustics are tuned for two people leaning in, not eight people leaning out, which is exactly what a first date needs. Editors' rating in our database: 4.6 of 5.

Order: Saloon Manhattan

04
Drink

At Drink in Fort Point, the door is unmarked enough to feel discovered and known enough to be reliable. Easy to leave gracefully if it is not working. Easy to extend if it is. The exit has a quiet street, not a queue. Editors' rating in our database: 4.8 of 5.

Order: Bartender's Choice

05
The Baldwin Bar

In Woburn, The Baldwin Bar the room is what it should be — quiet without being precious, busy without being a queue. Pick a corner two-top and order across the menu — the staff are unfussed, the room is dim enough that you can read each other but bright enough that you can read the menu. Editors' rating in our database: 4.8 of 5.

Order: Ranjit's Negroni

06
JM Curley

JM Curley, in Downtown Crossing, the door is unmarked enough to feel discovered and known enough to be reliable. Conversation here travels well. The acoustics are tuned for two people leaning in, not eight people leaning out, which is exactly what a first date needs. Editors' rating in our database: 4.5 of 5.

Order: Curley Old Fashioned

More first-date-ready rooms in Boston

These last four are the editors' deeper-cut picks. Smaller rooms, more specific energy. If the first six feel obvious to you — meaning you have already been — start here.

07
Wink & Nod

Wink & Nod, in South End, the door is unmarked enough to feel discovered and known enough to be reliable. Conversation here travels well. The acoustics are tuned for two people leaning in, not eight people leaning out, which is exactly what a first date needs. Editors' rating in our database: 4.7 of 5.

Order: Wink Old Fashioned

08
Yvonne's

Yvonne's sits in Downtown Crossing and the room is what it should be — quiet without being precious, busy without being a queue. Pick a corner two-top and order across the menu — the staff are unfussed, the room is dim enough that you can read each other but bright enough that you can read the menu. Editors' rating in our database: 4.7 of 5.

Order: Yvonne's Manhattan

09
The Hawthorne

The Hawthorne sits in Kenmore Square and the door is unmarked enough to feel discovered and known enough to be reliable. Conversation here travels well. The acoustics are tuned for two people leaning in, not eight people leaning out, which is exactly what a first date needs. Editors' rating in our database: 4.7 of 5.

Order: Hawthorne Sour

10
Backbar

Backbar, in Somerville, the door is unmarked enough to feel discovered and known enough to be reliable. Pick a corner two-top and order across the menu — the staff are unfussed, the room is dim enough that you can read each other but bright enough that you can read the menu. Editors' rating in our database: 4.7 of 5.

Order: Backbar Highball

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What to know before you go

If you are reading this article, you are probably between the booking confirmation and the actual date. Three rules. Book the table — walking in with a reservation says you put thought in. Pick the bar nearest to public transport, not the one with the best view. And keep dinner reservations elsewhere; if the conversation works, you are going to want a second venue.

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