A subterranean Greenwich Village basement — red leather, dim sconces, the lowest-volume soundtrack in any cocktail bar in the city. The Up & Up's superpower is restraint: the room understands its job is to disappear so the date in front of it can happen. The most underrated date format in the West Village.
116 MacDougal St · Greenwich Village · Open since 2015 · $$$ · Daily 5pm–2am
The 30-second pitch
The Up & Up sits below MacDougal Street in a basement that used to be a coffeehouse in the 1960s — the room ran briefly as the Gaslight Cafe, hosting Bob Dylan and Joan Baez before Dylan was famous. The current iteration opened in 2015 as a quiet cocktail room and has resisted every cultural pressure since to make itself the center of attention. The cocktail menu is twelve drinks long, all classics and refined modern classics, none of them named anything cute. The decor is red leather banquettes, a dark-wood bar, low brass sconces, and approximately zero Instagram bait.
For a first date the absence of room-personality is itself the gift. You're not competing with the bar for your date's attention. The bar is happy to sit in the background and let you do the work. That's a strange thing to praise but it's the right praise: most cocktail bars in 2026 are over-decorated theme parks, and a date is sometimes just a date.
The moment it makes
The Up & Up moment is structural rather than narrative. About twenty minutes into your first cocktail, you'll realize that you've completely stopped noticing the bar — you're not aware of the music, you're not looking at decorations, you're not watching other tables. You're just talking. The room has done its quiet trick of becoming invisible, and what's left is the date.
This is the rarest thing a New York bar can do for you in 2026. Almost every bar in the city — even the great ones, even the ones higher on this list — is performing some version of itself at you. The Up & Up is performing the absence of performance, which is a remarkable engineering choice. For a date who wants to feel like the conversation is the whole point, the room is the perfect container.
What to order
The Sazerac. The Up & Up's house Sazerac is built more carefully than most rooms in New Orleans manage — Sazerac rye, Peychaud's bitters, a single sugar cube, an absinthe rinse on a chilled glass, lemon twist discarded after expression. Three minutes from order to placement on the bar. Worth the wait.
The Vieux Carré. A heavier, more complex classic — rye, cognac, sweet vermouth, Bénédictine, two bitters. Built for sipping rather than pacing. The right round-two move when the date is going long.
The Old Pal. A whiskey-based negroni variant — rye, dry vermouth, Campari. Lighter than a Vieux Carré, more interesting than a martini. The most underordered drink on the menu and the one to ask for if you want to flag yourself as someone who reads cocktail books.
What to skip: The seasonal specials, mostly. The Up & Up's specials are competent but the room's whole identity is built around classics. Order a classic, drink it slowly, leave gracefully.
Timing strategy
The Up & Up opens at 5pm and the basement fills slowly throughout the evening. The 6:30pm window is the cheat code: walk down the stairs, claim a corner banquette or two stools at the far end of the bar, drink one cocktail in near-silence with the bartender's full attention. By 8:30 the room is fuller (though never crowded — it's a small basement) and by 11pm the late-night cocktail-bar crowd has settled in for the long haul.
Reservations are accepted but rarely necessary on weekdays; weekends benefit from a booking. The bar stools are walk-in always. Avoid Friday and Saturday after 9pm if you want the quiet superpower; the room is louder then but still less loud than almost anywhere else in the West Village.
What makes The Up & Up The Up & Up
Most basement bars in New York lean into the basement — they make the dim and the underground into the entire point. The Up & Up does something subtler: it accepts that the basement is the basement, and uses the compression of low ceilings, narrow walls, and soft light to create a small dense pocket of privacy that the city above can't reach. The acoustic design is the secret. Two people at a banquette can have a normal-volume conversation that nobody three tables over can hear, even when the room is half-full.
The other thing that makes The Up & Up: the absence of phone use. Almost no one is on their phone. The bartenders subtly disapprove of laptop work or video calls, and the regulars have absorbed the room's etiquette. For a first date who wants to feel actually seen, this room delivers an undivided hour and a half in a way no other bar on this list does.
What it costs
Cocktails $19-$22, no food beyond olives and mixed nuts. Two drinks each lands at around $90 for two before tip — fair Greenwich Village pricing for serious cocktails done quietly. Add a third round and you're at $135. Tip 22% on the post-tax total at the bar; cash is preferred but not required. The Up & Up has no menu surcharge and no service charge added to the bill, which is the kind of small honesty that the room rewards.
For a one-drink first date that ends gracefully after thirty minutes, you can leave at $50 for two — among the cheapest one-drink-out exits on this list. For a four-hour date that closes the bar, you'll be at around $200 for two with three rounds and a snack. The cost scales linearly with how the night goes.
Who you'll be sitting next to
The Up & Up's regulars skew older than the surrounding NYU crowd — late-twenties through fifties, with a strong tail of older Greenwich Village locals who use the basement as their living room. The crowd is dense with quiet first dates; somewhere between thirty and fifty percent of any given night's tables are couples on something between a first and a third date. The room's reputation has spread through word-of-mouth among bartenders and writers, which is part of why the people in it are people who pay attention.
Dress code is "you read books, you've thought about your shirt." Soft fabrics, dark colors, scuffed shoes that suggest long walks rather than careful curation. Showing up in workout clothes will read as wrong; showing up in a suit will read as overdressed. The middle is correct.
Failure modes
Your date wanted action. The Up & Up's quietness can read as flat to a date who wanted energy. If your date is in the mood for a bustle, the basement will feel like an early bedtime. Fix: switch to Dante three blocks east.
You took the booth and not the bar. The booths are excellent for second dates and bad for first dates — they isolate you across a table for two hours and remove the bartender as a third character. Fix: take the bar, especially the far-end pair of stools that's most private without being isolating.
You went on a Saturday at 10:30pm. The room is its largest version then, the volume is up, and the quiet superpower is muted. Fix: Tuesday or Wednesday at 6:30pm.
If The Up & Up is full
Buvette (three blocks). A small French wine bar on Grove Street. Even quieter, even smaller, even more romantic.
Death & Co (eight blocks east, see our review). Larger, more elaborate, similar quietness commitment.
The Long Island Bar (Brooklyn, see our review). Worth the train if both of you live downtown.
Editorial verdict
The Up & Up earns its #9 ranking by being the most consistent first-date room for a specific brief: the date where the conversation is the whole point. For introverted first daters, for second meetings after a coffee that went well, for the date where one or both of you needs the bar to step back and let the talking happen — The Up & Up is the answer. The room is so quietly excellent that it almost dares you to remember it's there.
If your first-date brief is "I want this to feel like an event," skip The Up & Up and book Bemelmans. If your brief is "I want this to feel like a conversation," The Up & Up is your room. Both briefs are valid; this is just an unusual one.
barsforKings runs a small, clearly-marked sponsorship slot per pillar. If your bar nails the first-date brief, our editors are taking applications now.
Apply for sponsorshipSubmit your barOne newsletter every Friday. New openings and the rooms our editors actually go to.