A nice local bar with a great vibe that has been around for years. It has a big u-shaped bar with excellent, friendly service, even when it's a bit crowded. There the typical games to play, pool tables, darts, a Karaoke stage, food, and no smoking. Lots of local, friendly folks in attendance, a bit crowded on Fridays and Saturdays as you can expect, but still excellent service. read more

Really laid back, the people that hang out there were amazing and the atmosphere was top notch, I like the layout of the bar and the place was clean, I enjoyed my time there, the bartenders were exceptional and the service was quick and timely - the karaoke was awesome and the dart boards were in excellent condition - the food was delish I had pizza read more

One of the best spots in town. I love a spot where people have eachother's back and bring home made food often. The people here make you feel at home. I have been able to get Steve and a Kj to sing some weird stuff with me ha. No fear here! This is a place to go if you like dive bars with great drinks and areas to disappear to if you want to vape. Ask for Marla or Vicki, they will make you smile even on your roughest days. They are very serious here about their darts and karaoke. There is also a couple of pool tables. It's one of those places you can't help but fall for. read more

My 1st visit there 4/19 and the bar tender messed up our drinks twice then she blamed us for her mistake. Bourbon n coke also a Rum n sprite. I thought they were easy requests, but I was obviously proved wrong. read more

I was here at this bar and MARLA belittled me and cut me off for no reason. I only had 2 drinks but she cut me off for some reason she apparently has problems with a lot of people so if you come here don't come in when she works. She will not serve you or treat you right when you're looking for a place of solidarity. Everyone else will, but with her I wouldn't even bother. read more

Quite disappointing. Sign on door stated they opened at noon on Saturday. The bartender arrived at 1205 and looked offended because we were standing by the locked front door as she pulled up. read more

I was invited to Sir Winston's last night and I'm so happy that I accepted the invitation. I had an absolutely amazing time. This place has a friendly and welcoming environment. It seems that most of the patrons are regulars because everyone knew each other. I've never met so many amazing people at once. I love that people came and conversed with me about topics that I care about and most people are afraid to discuss. My face and ears still hurting from laughing so much. Also, people I've never met bought me drinks and just made my night out so great. Again, the people I met were absolutely amazing. I can't wait to go again. Maybe, I'll perform a Tina Turner song for karaoke. Haha. read more

See all

I went over there on Saturday on 15th, and it was so awesome! Love the drinks. I felt bad the bartender was working alone with no help on the waitress. I'm going on Friday or Saturday. I will keep practicing my singing. LOL Keep up the great work DJ & bartender! :) Cheers ! See you all soon. P.S. A Notary Public , just in case some one's needs one! LOL read more

Sir Winston's - Cynthia Garza - Karaoke Near Me - San Antonio, Texas

$1 Thursday Nights 8 to 11pm, well Vodka and Lone Star & Miller Lite longnecks. I don't need to write any more, but I will. Awesome neighborhood bar. Great atmosphere, friendly staff, a/c that works (I can't believe I need to write that), karaoke, live bands, cold beer, $8 pizza (looks good, haven't tried it yet). Check this place out. read more

Sir Winston's - Sir Winston's daily drink specials. - Karaoke Near Me - San Antonio, Texas

Great place to go to have a drink relax and enjoy ! Dart boards awesome pool tables are great and golf and bowling . Always popcorn to snack on and of course the drinks are awesome always a special going on . You won't be disappointed in this place . I give it 5 stars read more

What was it about this place that made me feel like I was in the right place at the at wrong time. Like I should have been here in my 20s and not as a geriatric 39 year old who can barely drink beer because his pancreas is ruined after years of hard partying. We walked in and the first thing I noticed was the dank smell, the second thing I noticed was the karaoke going on with a mediocre singer belting out an old country song. Literally the first thought in my mind was, "I bet the Christmas party at this place is LIT!!" To many people this place may be uninviting or off kilter, but I instantly felt comfortable. Apparently my comfort zone is in dark, sorta stinky, outdated places. It's where I thrive, okay?! We find a place and sit at a table right in front of the stage. I go to the bar and I order 3 drinks. One for me, one for the dude and one for a friend who has joined us for the evening. Great prices and the Bartender, I don't think, had ever made a Ranch Water, told me that he hoped he made it right then said, "wait" he grabbed the bottle of tequila and topped off my drink and said "there, that should fix anything I did wrong" I love it. It was a good drink, not gonna lie. Unfortunately, the people I was with wanted to leave so we were here only a short time. But I wanted to mingle with the local folk and talk about days and times long gone, big hair and rock music. Because, while I know nothing about any of the prior stated, I do know that people here would be able to talk about it longingly and I would heartily laugh along like we were old friends. In the words of Arnold: "I'll be back" read more

The KJ (Karaoke Jockey) was a relentless D-bag... telling us there was an hour wait unless we have him a $20 to put us a head of the line... I guess it's a good place for middle age men to have their mid-life crisis but would not recommend F- read more

Such a fun place! I was visiting friends in San Antonio and they have become regular patron at Sir Winston's--after a single visit, I see why! The ambiance is very typical of a dive bar, so don't expect anything fancy. However, the drinks were great (we got a Cuba Libre, a cosmo, and two Russian Whites) and literally the cheapest bar tab I've ever paid (I actually had to double check they hadn't forgotten to charge me for anything). I mean, coming from Washington DC, almost any bar would be cheap, but seriously, you could go HARD on drinks here and barely bat an eye at the bill. The bartenders were great and efficient. The real selling points though were the (daily!) karaoke and the people. The karaoke was so fun, genuinely a mix of all talent levels, so everyone could get up there with confidence. I only did one duet since I was still a bit nervous, but my friends each sang a couple songs throughout the evening and I loved seeing everyone else in the bar try their hands at it too. The guy handling the karaoke was super chill and nice. I also loved that this is clearly a bar with tons of regular visitors: people recognized my friends and were very friendly. read more

The bar is actually really awesome but the karaoke coordinator is an absolute douche bag. He plays a political game that never ends. Such an unfair process. I guess if you pay him you can sing in order. People would sing 4 times before I was called hours later. The bartenders and servers are awesome. The downfall of the bar is the karaoke facilitator. read more

Loads of fun and the karaoke DJ was fun a super accommodating!! Best prices for drinks too

I'm not big on dive bars - but this place wasn't bad! It's located in a strip mall and looks kind of weird on the outside, but the inside was cozy! Cheap drinks, big jenga, shuffleboard, pool, karaoke (incredibly entertaining BTDUBS), and all around a good place to kick back. I went for a friend's birthday and everyone had a great time. Definitely uncrowded, unpretentious and no cover- who doesn't love that? Who knew this place even existed? Glad I went! read more

Absolutely one of my all time favorite bars! Sweetest bartenders around! Steve is my absolute favorite as well as my sweet, blonde love Chris! Karaoke almost every day! Come out on a Friday or Saturday night to sing and listen to Steve belt out the most beautiful Elton John songs! I LOVE THIS BAR!!! P.S. Cold beer and COORS light read more

I don't quite understand how this is a Sir Winston Churchill themed bar. They don't have any British flags, British beers, snooker games, or cigars. The beer wasn't even warm! It was ice cold. The bartender didn't even find my Sir Winston quotes to be insightful, "I may be drunk, Miss, but in the morning I will be sober and you will still be ugly." -Sir Winston Churchill It's nice that they've got a full bar: beer, wine, liquor, jello shots. Free popcorn is nice too- they pop it nightly, so it's not sitting out for days. It's a good bar food. They have jello shots for $1 every. single. night. God Save the Queen! The coolest thing about this bar? The darts machine. It's straight from Japan, and has all kinds of musical tunes it plays, lights that glow like a Christmas tree, and weird games that you've never heard of before. Try the one where you have to take over Japan city by city. I felt more like General McArthur than Sir Winston. The place was somewhat clean. The prices were fair. The music was beyond awful. It was Karoke Night, and some drunk girls just couldn't hit those high notes in those Alanis Morisette songs. read more

I have to agree with the other reviewers--Sir Winston's is pretty awesome. We had a great time hanging out in a bar where you can actually hear the conversation you're having. We were at Sir Winston's along with a handful of other patrons that were playing pool or just hanging out. From what I saw the pool and jukebox weren't free, but the shuffleboard and darts are. Draft pints of DosXX are $3.00--very nice. Sir Winston's downfall, like most San Antonio bars, is the indoor smoking. If only SA would pass a friggin smoking ban already. Until then, be sure to save some time before you go to sleep for a shower. read more

Great little watering hole with a big attitude! This place doesn't look like much from the outside but has everything you love in a bar on the inside! Cheap drinks (they even have pabst on tap), shuffleboard, Internet jukebox, a nice lounge area with comfy couches, tons of tvs, friendly bar staff, multiple restrooms, homemade pizza, and even a public computer! Whether you're just stopping in alone for a quick pint or meeting a large group of friends for shuffleboard championship sir winstons always greets you with open arms. Churchill would be proud. read more

Sir Winston's - Karaoke Near Me - San Antonio, Texas

Excellent customer service. Good drink prices. Nice environment. Fun place. Pool, drinks and karoake.

Chill laid back place. I feel the service could improve some. As an example I stood at the bar for about 4 minutes while the lone female bartender stood at the back of the bar on her cell phone either messaging or on facebook or who knows but I think servicing customers takes priority over personal cell use. Just my 2 cents. Anyway I like the music, the crowd etc. everything was pleasant and I'll be back. read more

Very friendly and great drinks! Atmosphere was cozy and free food! Weekends are great and its a chill place to go with friends. read more

I have been coming to this bar for years and I love it. Awesome bartenders and really fun karaoke.

It seems like bars and strip malls go together like hops and grains......at least here in San Antonio. One of my favorite strip bar is Sir Winston's. The drinks are stiff, free pouring is always a plus, and the regulars are friendly. They have popcorn for munching and pizza for the really hungry or drunk patrons. A couple of strategically located tvs. This is my go to place for nights that I want to start off at or I end up at. Also, this is one place that doesn't have a high turnover rate, as far as fellow drinkers. Oh and they now have karaoke on Tuesday night. read more

My boyfriend works there which is the only reason I've ever stepped foot inside. However, this bar is very warm and friendly. Bathrooms are cleanest I've seen in a bar plus they're private (1 stall). They have plenty of activities including karaoke every night. read more

My brother and I walked into this bar last night, 12/8/17. We walked straight to the pool table. We were so busy talking, we didn't notice we were there for almost 15 minutes without being served. Oh well, I went to the bar and ordered 2 beers, and went back to the table. Se delivered the beers. 2 small aluminum bottles. I told her we wanted the long neck bottles. She said the "factory" ran out of the long necks and "it was either those or nothing". I told my brother about it, then we noticed she was serving long necks to other customers. So, now I'm wondering why she lied like that. Was there racism involved (we're hispanic, the majority there is caucasian)??? Or the other option, shitty service by a lying bartendress. I complained about it. She had no comment. Just smiled. read more

First time here, and the bar had great laid back atmosphere. Friendly staff and people. They have good drink specials, serve food (with free popcorn and I believe it was nachos as well they had The a Friday I went). They have a patio as well with a tv outside however it is enclosed all around. They have pool, darts, shuffle board, jenga, and computer where you can play games. I did not get on the computers so I'm not sure what kind of games it had. Overall it was a great time, we had fun, and a great place to go for Karaoke for sure! read more

Sir Winston's, just another place I used to visit, great place to have a beer and enjoy a game of pool, darts or curling. A bit smoky but overall it's not that bad of place to come and have a few drinks. Bonus points are that it's near places that are open late for that midnight snack. read more

Sir Winston's - Front of sir winstons - Karaoke Near Me - San Antonio, Texas

Been coming here for years and it's my favorite local dive bar. Nothing fancy. The bar tenders know how to pour and they are friendly while doing it. It's great to see new folks show up on Friday evenings looking for a place to do karaoke. Love the new life they bring! read more

This is my go-to place for a night out. My friends and I try to come at least twice a month on Saturdays. the beer is good, cheap, and plentiful. The bartender (Steve) and DJ (Charlie) are friendly and awesome to have around. read more

Like cheers everyone is friendly.. Drinks are great bartenders are amazing! Great dive bar, location is fantastic.

I love that the bartender is a cold bitch... she knows my drink and keeps it coming. The place is usually empty... so we get the run of the place. Prices are cheap and I love any place with fresh popcorn and shuffle board.... read more

Love this place!! Cant get enough of it... great music..good food..Good prices and great bartenders.. what more can you ask for

I've been here before, but it's been awhile. I stumbled in today because I was up the street and had some free time, just as warm, cozy and friendly as It's always been. It's also a nice surprise to see the popcorn and nachos still going strong. read more

Great little neighborhood bar! We were in town for a concert and found this place via Yelp to hang out afterwards. Played pool (there are 2 tables) & shuffleboard (very fast table btw). Some of the karaoke was painful and some was great! Friendly & sweet bartender took care of us w/ yummy and HUGE Long Island Teas in the coolest mini pitcher shaped cups. Fun night! read more

Oh man, I love this place! It's usually pretty empty but even when it's busy, it's not overwhelmingly so. They have free shuffleboard, free popcorn and a pretty good jukebox. The pitchers are cheap and I can honestly say that I've never had a bad night there. The crowd is friendly and low-key. read more

Love this place! Very fun & engaging neighborhood regulars. Stopped in to watch Sunday football until our flight leaves. 3.5 hours to kill.

Love this bar, great local spot and the bartenders are awesome. Very attentive and friendly!!!! Chris and Marla are the bomb bartenders!!!!

This place is one of those been around a long time and only known by locals place. It's nothing to write home about but they do have a decent selection of drinks at a decent price. Add in a few dart boards. Couple of pool tables and pop corn machine and you have a local dive. Don't expect alot and you won't be disappointed. read more