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Welcome to Sir Winston's Pub

Nestled in San Antonio, TX, Sir Winston's Pub is a beloved neighborhood bar known for its vibrant karaoke scene and welcoming atmosphere. Patrons rave about the exceptional bartenders, like Jeff and Steve, who serve strong drinks at unbeatable prices. The pub's friendly, tight-knit community fosters connections, making it a favorite spot for regulars and newcomers alike. With a laid-back vibe and an array of entertainment options—including pool tables, darts, and arcade games—it’s the perfect setting for a fun night out. Whether you’re here to sing your heart out or simply enjoy good company, Sir Winston's promises a memorable experience.

LOCATIONS

Welcome to Sir Winston's Pub, a hidden gem nestled in San Antonio at 2522 Nacogdoches Rd. This neighborhood bar radiates warmth and camaraderie, making it a favorite haunt for locals and visitors alike. With a phone number of +1 210-829-5933, guests can easily reach out to inquire about upcoming events, especially its renowned karaoke nights that have garnered rave reviews.

Step inside, and you’re enveloped in a friendly atmosphere where regular patrons greet each other like old friends. The sense of community is palpable; as one visitor, Ta Kori, noted, the bond among guests fosters unforgettable conversations and laughter. This intimate space is perfect for those seeking genuine connections and a lively night out.

Sir Winston's shines not just as a karaoke bar, but also as a hub for entertainment. With options ranging from pool tables to arcade games and darts, it’s a place where laughter mingles with the clinking of glasses. The bartenders, like Jeff, Steve, and Amber, are known for their exceptional service and welcoming demeanor, making the experience even more delightful. Venisa Salazar appreciated the refreshing atmosphere, where kindness flows as freely as the drinks, which are never watered down—always a plus when selecting your favorite cocktail.

For those feeling peckish, while Sir Winston's is primarily a watering hole, it occasionally features food vendors offering treats like savory turkey legs and delicious jalapeño poppers. A casual review from Jess Squid hinted at these delightful offerings that perfectly complement the bar's spirited environment. Whether it’s a night filled with karaoke or simply unwinding with friends, the food adds a satisfying touch to your visit.

With an inviting vibe and a variety of entertainment options, Sir Winston's Pub stands out as a top pick for anyone looking to enjoy a chill night out in San Antonio. It’s more than a bar; it's a community hub teeming with joy, laughter, and, most importantly, fantastic people. As Haley Palmer mentioned, it remains a definite contender for the title of the best little dive bar in the city. So, gather your friends, grab a drink, and perhaps even take the mic to belt out your favorite tune—Sir Winston's awaits your visit!

START YOUR REVIEW OF Sir Winston's Pub
Skyler Deer
Skyler Deer

Great little neighborhood bar. One of the best karaoke bars in San Antonio. Karaoke almost every night! Great alcohol prices and some of the best bartenders in town (Jeff, Steve, Amber).

Ta Kori
Ta Kori

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.

Venisa Salazar
Venisa Salazar

I didn't come to eat, but I was enjoying company with my daughter. The environment was really nice. All the people around were really nice and kind. It was refreshing to see this level of kindness and togetherness. Bar tender was sweet, and drinks were definitely not watered down. Always a plus!

Joshua Pogue
Joshua Pogue

Real nice hole in the wall bar. Friendly staff. Karaoke on Saturday nights with a dancing area. Nice selection for drinks. Couple of pool tables, arcade games, darts and even shuffle board

Caleb Jones
Caleb Jones

We love this bar. It's a dive bar cheap strong drinks, karaoke. Friendly regulars when we go out to a bar which is not often this is where we go every time. They will have food vendors from time to time as well

Patrick Grunder
Patrick Grunder

This place is awesome the bartenders are very customer service and even if you are a regular they treat you with respect as long as you treat them with respect they are on it every time with service and I highly recommend this bar to any one who wants to karaoke and chill out and have a great time and I highly recommend this place to have a lot of fun and great time you can't go wrong with this place with the karaoke and bartenders

Jess Squid
Jess Squid

Super chill hole in the wall feel, gets busy after 9, and has some nice frozen pizzas. But they have a guy, Jordan, outside that makes delicious turkey legs and jalapeno poppers and all kinds of good stuff. It takes a bit of wait time but it’s worth the wait.

Haley Palmer
Haley Palmer

Went here for karaoke and had a great time! Cheap drinks, awesome KJ’s and super friendly bartenders. The bartender, Steven, absolutely killed it with a spot on rendition of David Bowie’s Ziggy Stardust — so good. Best little dive bar in San Antonio.