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    Bar 414

    3.9 (59 reviews)
    Closed 4:00 pm - 2:00 am (Next day)
    Updated 3 months ago

    Bar 414 Photos

    BAR 414 ATMOSPHERE

    What's the vibe?
    Moderate noise
    Casual
    Intimate
    Classy

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    Recommended Reviews - Bar 414

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    Reviews With Photos

    Excellent live acoustic music!
    Erica V.

    This is a great little hidden gem of a cocktail bar tucked just inside the Gunter Hotel! Such a cute vibe and great drinks. Service was a bit slow as there was only one bartender on shift, but he was friendly and really on top of things. And the live acoustic music was the cherry on top and added to the ambience!

    a group of people sitting at a bar
    D S.

    Meh. Mediocre drink prices. Rude bartender. 10/6 5p Good atmosphere. Guy on left not sweet.

    Old Fashioned and Titos and Cranberry
    Amber L.

    We had Ana amazing time here. From the amazing duo singing, to the excellent service from the bartenders. We enjoyed our time here in the small.alcoves in the rear of the place. We enjoyed the atmosphere and overall vibe! We will come back for sure next time we are in town!

    And who couldn't love Casablanca playing on the screen.
    Brian S.

    This is exactly what it is...a modern day speak easy with great leather seating, Sinatra playing in the background and any version of old time music playing. This is a gem in San Antonio, a classic for those wanting a dark, quiet, location that has a blues music history. Watch out for the devil and do not sell you soul.

    Holly E.

    This bar is difficult to locate. It's inside the hotel. They have a very limited, pedestrian beer selection & an awful singer with guitar singing gross 90s songs. There's a huge TV with some sports game or other (because, really now, they're all the same to me & I don't care about a single one of them) that made beautiful boyfriend happy to watch so 2 stars for that. I suppose. Yawn.

    Happy hour menu
    Rob P.

    I was in San Antonio for just one night for a concert, and I read that Bar 414 has one of the best happy hours in town. Stopped by and tried to order 2 food items, but they were out of the crab cakes. Bummer. Had the biscuits and brisket for $5 and alllllmost got the Prohibition wings, but I wasn't prepared to pay $8 for that. Also had a $5 Old Fashioned, which was pretty perfect. The food was just OK... more like pulled pork than brisket. But it filled me up with just the one dish. Really wish I got to try the crab cakes as that was one of the reasons I chose this spot. Oh well. Overall pretty good value in Downtown San Antonio.

    Justin B.

    Great ambiance with a classic cocktail lounge look and feel. Lots of comfy couples seating. Live music. We had the Solerno Breeze and the Kentucky Club; both were made expertly. Prices are in range of other downtown locations ($9-12 a drink).

    Bar street view

    This pleasant, hidden like, soft lighting, ambiance place was perfect to visit and have great elegant drinks. The service was quick to help and was very welcoming. Drinks were made to perfection. I will definitely, be going back soon.

    Big Daddy
    Brianna B.

    Was pleasantly surprised to find a prohibition style bar in my hotel. I ordered the Big Daddy. Flavorful, stiff but not too stiff. A large block ice cube ensured my drink wasn't watered down in 5 minutes so I could sip and enjoy it.

    Entrance from hotel.
    Christine M.

    Hmmm... I think I got lured in by a joint intended to attract visiting Midwest businesspeople, in town for a conference. Was excited to experience the purported music history of the place (Robert Johnson, virtually the godfather of Blues, is storied to have holed up in Room 414 of The Guenther - downtown hotel which houses the bar - for a couple days many moons ago and recorded some jams.) Other than some some images of RJ on the walls though (and apparently all generic stock photos, none involving SA or the hotel), there's not really any nod to him or the fairytale hotel-stay.... Whompsville. Bartenders were supernice, though. And my drink (Westside Water? Tastes like a very cucumbery, very balanced margarita) was superdelicious, albeit 12 Flippin' bucks. Don't make the mistake, as I did, of paying $15 to park (on a Wednesday night, at that...dang son!) down the block... Valet park at Guenther, and Bar 414 validates - free, woo! (Knowing THAT prior would have eased the sting of my drink price mucho! Lol)

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    Great cocktail, great ambiance, great music... over priced, empty, slow service for as dead as it was on a Saturday night.

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    Page 2 of 2

    Ask the Community - Bar 414

    Review Highlights - Bar 414

    This is a great little hidden gem of a cocktail bar tucked just inside the Gunter Hotel!

    Mentioned in 2 reviews

    Read more highlights

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    Bar 1919 - second spirit island

    Bar 1919

    4.4(517 reviews)
    1.2 miSouthtown, Downtown
    $$

    Great place. Dark, cool and quiet and excellent drinks. Not easy to find, as it's a speakeasy, but…read morejust go down the stairs.

    After class, I had the bright idea to go grab a cocktail. It was an excellent class--the teacher…read moreand I put on a therapeutic show. So I went to Bar 1919 in Southtown, a tucked-away speakeasy-style bar. I'd heard it could be difficult to find, and that mystery is part of the charm. Once I stepped inside, I was struck by how polished and inviting it felt: low amber lighting, dark wood, intimate seating, and a quiet hum of conversation that made the room feel removed from the rest of the city. The atmosphere was elegant without feeling stiff. The dim light glowed against the bar, and the cozy layout made it easy to settle in. There was something satisfying about searching for the entrance and then emerging into such a carefully designed space. [NAME] took care of me, and the service was warm and attentive. I was there by myself, but I never felt awkward sitting alone. The bartender checked in without hovering and made the experience feel relaxed from beginning to end. He also made me a from-scratch cocktail. [COCKTAIL NAME/INGREDIENTS] The drink was beautifully balanced, with [YOUR WORDS ABOUT THE TASTE/QUALITY OF THE DRINK]. The aroma rose from the glass before the first sip, and the flavors unfolded gradually rather than overwhelming one another. It tasted fresh, deliberate, and carefully prepared. I also had [FOOD], and [YOUR WORDS ABOUT THE FOOD]. The dish arrived [DESCRIBE PRESENTATION OR TEMPERATURE], with [DESCRIBE TEXTURE, AROMA, OR FLAVOR]. Each bite added another layer to the experience, and it paired especially well with the cocktail. Bar 1919 was exactly what I needed that night: a small escape with thoughtful service, a handcrafted drink, and satisfying food. The hidden entrance gives it a sense of discovery, while the intimate setting makes it easy to linger. Excellent idea.

    Photos
    Bar 1919 - Two other distilleries using heirloom corn for the bourbon mash bill

    Two other distilleries using heirloom corn for the bourbon mash bill

    Bar 1919 - Bar 1919

    Bar 1919

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    The Modernist

    The Modernist

    4.6(235 reviews)
    1.5 miGovernment Hill
    $$

    The Modernist -- A True Speakeasy Experience in San Antonio…read more If you're in downtown San Antonio, take a break from the River Walk and check out The Modernist. This is a true speakeasy-style lounge that's easy to overlook from the outside--it looks like a regular, unassuming place. But once you step inside, the atmosphere completely changes. The interior is cozy, intimate, and has that hidden-gem feeling you want from a speakeasy. The staff members are incredibly friendly and welcoming, which made the experience even better. I had the pleasure of having Adan behind the bar, and this guy knows how to make a good drink! As always, I started with my go-to Old Fashioned. I have to say, it was easily one of my top two Old Fashioneds I've ever had. Then I told Adan to surprise me, and he came up with some kind of peanut butter chocolate martini. Let me just say... it was a true pleasure. Rich, smooth, and absolutely delicious. What I really liked about The Modernist is that it feels like a place the locals actually frequent rather than just another tourist spot. I genuinely had a great time here. If you're visiting San Antonio and find yourself downtown, give The Modernist a try. Step away from the River Walk for a little while--you might just discover your new favorite spot.

    My wife and I went to The Modernist after seeing it on social media. There wasn't a drink menu, and…read morewe were told the idea is that you tell the bartender what you like and they make something for you. Her first drink was a lavender-style cocktail and was fine. For her second drink, she told the bartender to surprise her. He gave her a look and asked more than once if she was sure she wanted him to surprise her. Instead of making her an actual cocktail, he poured her what seemed to be a straight, extremely bitter liqueur. The whole interaction felt sarcastic and like he was intentionally messing with her rather than trying to make her something she would enjoy. What bothered me most was the attitude behind it. We weren't being rude, demanding, or causing problems. We were there to have a good time and experience the whole "tell us what you like and we'll make you something" concept. I did call the number listed for the business afterward trying to speak to someone about it. The person who answered said I had the wrong number and didn't know what I was talking about. I got angry during that call and said some things I shouldn't have, and I can admit that. But that doesn't change how disappointing the experience at the bar was. We expected a creative and welcoming experience and instead left feeling like my wife had been mocked. I hope management sees this and addresses it, because the concept of the place is great, but the way we were treated completely ruined it for us

    Photos
    The Modernist - Weller 12 by way of Jason G! Thank you my friend!

    Weller 12 by way of Jason G! Thank you my friend!

    The Modernist
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    1Watson - Blackberry Smash

    1Watson

    4.0(248 reviews)
    0.2 miDowntown

    I hadn't been here in a bit and was very happy to join some work, friends here for a drink and some…read moredinner. As far as rooftop bars go, the views from this place are not gorgeous. Great night, sky and cityscapes, but you're not facing anything that is particularly beautiful to look at. That said, the outdoor area of this sky. High bar is very nicely appointed with great music and nice views. I did not have any cocktails just go round. I just had a beer and all that was great. We had great service and I decided to try the crispy chicken Cobb salad. Now for those of you that are old enough to remember the "real men of genius" Bud Light commercials I refer you to the inventor of the giant taco salad... Fried chicken strips, bacon, fried onions, and a little bit of lettuce... Lol! Delicious!

    Was taken here on a date recently. Friday night around 10pm. Wasnt too crowded, didnt have to wait…read more The seating arrangements are tables, sofas, and bar seating. There is an outdoor seating area as well with views of downtown. We sat outside, so to order food you have to go to the inside bar. I ordered a mojito, veggie tacos, and the shrimp and artichoke dip. Found seating outside and vibed to the live DJ playing latin music. Food took awhile to come out but we weren't in a rush. The tacos weren't anything to write home about and could've used some spice. The chips served with the dip were crispy and light and yummy. The dip had a decent amount of shrimp and I enjoyed it. The ambiance is giving upscale lounge but the fact that there is no table service outside, it feels like a basic bar. Im not sure if there is table service inside. The DJ really set the vibe for the place. Im not sure if I wouldve enjoyed myself had the DJ not been there.

    Photos
    1Watson - Brisket Tacos

    Brisket Tacos

    1Watson - Not Your Viejos Old Fashioned, Lemon Drop Martini

    Not Your Viejos Old Fashioned, Lemon Drop Martini

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    The Study

    The Study

    4.6(23 reviews)
    0.5 miDowntown

    The Study never fails to disappoint!…read more They have a great bourbon selection, and most are very reasonably priced! Bartenders are very knowledgeable and offer great suggestions! They don't do parties of larger than four, so it is always quaint, cozy and intimate. Great atmosphere!

    Our initial visit to this establishment presented some unique circumstances. On that occasion, the…read morevenue was exceptionally busy, and the sole bartender on duty informed us he was covering for an absent colleague. Despite the staff shortage, we placed a significant order for at least ten drinks. My husband had made a reservation for 6:00 PM. However, at approximately 7:30 PM, after we had already placed our drink order, a staff member informed my husband that our table reservation was only valid for two hours. Concerned about the impending two-hour limit and the delay in receiving our drinks, which had still not arrived by 7:45 PM, we inquired with our bartender about potentially canceling our order. He reassured us, stating that other tables were available should additional patrons arrive. Our subsequent visit, on Saturday, July 25, 2026, was solely with my husband. We arrived punctually, approximately five minutes before our 7:30 PM reservation. A female bartender directed us to a small, two-person table, despite the presence of two larger, seemingly more comfortable, unoccupied tables nearby. While initially assuming these larger tables might be reserved for a bigger party, the selection felt somewhat restrictive given the availability. Our seating unfortunately placed us adjacent to another patron who was using an additional chair to prop up her footwear, which contributed to an unpleasant atmosphere. The bartender then approached our table and asked if it was our first time, to which we replied it was not. She then asked if we knew what we wanted to order. We requested a brief moment to review the menu. However, we then waited for approximately fifteen minutes for her to return. Eventually, my husband had to actively call her over to place our order. Our initial drinks arrived after another ten to fifteen minutes. Subsequently, my husband attempted to catch the bartender's attention to order another round and request water. However, she was engaged in a lengthy conversation, estimated at ten minutes, with the neighboring patron and proceeded to walk past our table without acknowledging us. This extended period of being overlooked led to considerable frustration for my husband, who then felt compelled to approach the main bar directly to place our order and obtain water from a different bartender. It was only after this that the initial female bartender finally approached our table, asking if we needed anything. Considering the relatively small size of the establishment and the fact that there were only three occupied tables at the time, the level of inattentive and delayed service was particularly disappointing and, frankly, perplexing.

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    The Study
    The Study
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    The Esquire Tavern - Pimm's Pimm's Cup

    The Esquire Tavern

    4.1(3.6k reviews)
    0.2 miDowntown
    $$

    My husband and I enjoyed our couple hours we spent at the bar thanks to Daniel, our bartender who…read morewas extremely knowledgeable and entertaining! We will be back!

    Update to first review below, rating updated from a 3 to a 5 star (drinks & bartender would get 10+…read morestars if we could rate that high): Saturday night: Went back for after dinner drinks at the Downstairs (a "speakeasy" throwback, look up the history of the place to see why). Drinks were AMAZING! Bartender Rob made the best Negroni I've ever had. I asked him to use whatever gin he thought best--result was an artistic smooooooth full-bodied drink. Told him when I was done I'd lick the glass if it wasn't considered so uncouth for a 'mature' lady like myself to do so Hubby's Buffalo Trace bourbon old fashioned was also outstanding. Rob was the bartender last night who did such a great job, and his work was even better tonight. We highly recommend The EsquireTavern for excellent cocktails. We love the long wood bar and high copper ceiling upstairs, but love the intimate speakeasy atmosphere downstairs even more. We'll definitely be back every time we're in San Antonio! First review, Friday night: Drinks were great (Manhattan and Bourbon Old Fashioned). REAL drinks, no complaints at all about those. And the bartenders were very friendly and helpful. Those aspects of the Esquire get 5+ stars from us. But the appetizers were not good, close to inedible. It was about 8:30pm or so, so maybe they were getting ready to close out the kitchen but the chalupitas with chicken tasted like rubber, and no flavor at all. The seafood platter had something in it that was breading with shell inside, but no meat of any kind. We couldn't figure out what it was supposed to be. The shrimp was good and the fish was good but those other things... We'll always love the drinks, the long wooden bar, and the ambiance at the Esquire Tavern, but we'll eat somewhere else and come here for before or after dinner drinks. (See update above to this review for when we returned the next night for after dinner drinks.)

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    The Esquire Tavern - Gorgeous full bar

    Gorgeous full bar

    The Esquire Tavern - Rum for the Hills
 
 dominican republic rum, piña amaro, gentian amaro,
 pamplemousse, pineapple, lime, demerara
 SERVED ON CRUSHED ICE

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    Bar 414 - cocktailbars - Updated September 2026

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