Sir Winston's Pub

Sir Winston's Pub Sir Winston's Pub is a cozy neighborhood pub located in the Colonial Plaza Shopping Center in NE San Antonio. With daily drink specials, happy hour until 8pm, and karaoke every night at 9pm, this is the perfect spot to unwind after a long day. They also offer free pool all day/night on Sundays and host Silver Strike Bowling Tournaments every Saturday at 3pm. Call them up for your next event as they provide free decorations and make your event memorable!
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Recent social media posts

WHO'S READY FOR FOOTBALL SEASON???!!! ...The Sir Winston's team is stepping up our game to score some major points for a...
08/20/2026

WHO'S READY FOR FOOTBALL SEASON???!!! ...The Sir Winston's team is stepping up our game to score some major points for all you wonderful fans. Not going to tell you everything just yet. But for starters, 1st Down...check out the 4 new TVs installed today over the center bar! That'll make for some good yardage down field. Huddle Up!! 2nd down coming this weekend. So come sing with the cheerleaders 9p-2a every night and check out a lot more new plays we have up our sleeves. Ready?...Down...Set...Blue 42...Hike and go long!! SCORE!!

9:00PM....IT'S TIME TO SING!!
08/14/2026

9:00PM....IT'S TIME TO SING!!

Who of the few of you knew that to do two songs all through "Double You" Wednesday Nights is too good to be true, then c...
08/05/2026

Who of the few of you knew that to do two songs all through "Double You" Wednesday Nights is too good to be true, then come in and view the crew, have a brew and sing two, Back to Back every Wednesday 9 to 2. Pistol Pete hosting the show every Wednesday, Thursday and Friday too.

Thursday is You and Yours-day and a Sure Way to sing some songs Your Way. Come see for yourself so it's not just Hear Sa...
07/30/2026

Thursday is You and Yours-day and a Sure Way to sing some songs Your Way. Come see for yourself so it's not just Hear Say. At Sir Winston's we sing Everyday!! 9p-2a

Ever sing a song and by the second chorus you finally get into the vocal groove and finish strong? Wouldn't it be great ...
07/30/2026

Ever sing a song and by the second chorus you finally get into the vocal groove and finish strong? Wouldn't it be great to do another song right then to have a great performance for the entire song? That's what we do on "Double You" Wednesdays. Sing 2 songs in a row. Starts at 9:00pm. Say "yup" and Double Up........tonight!!

"You got a lady wanna sing her a song, but you ain't got the guts. She keeps braggin' that you will someday, enough to d...
07/25/2026

"You got a lady wanna sing her a song, but you ain't got the guts. She keeps braggin' that you will someday, enough to drive you nuts. Pick up your phone, we're not far from home, we got 4 mic stands. With Karaoke, I'm happy to be, your BACK UP BAND!! Dirty Deeds and the Drinks Damn Cheap!! Angus is in town, it's time to get down. Highway to Sir Winston's after the show AC/DC "AFTER CONCERT / DRINK CHEAP

"You got a lady wanna sing her a song, but you ain't got the guts. She keeps braggin' that you will someday, enough to d...
07/24/2026

"You got a lady wanna sing her a song, but you ain't got the guts. She keeps braggin' that you will someday, enough to drive you nuts. Pick up your phone, we're not far from home, we got 4 mic stands. With Karaoke, I'm happy to be, your BACK UP BAND!! Dirty Deeds and the Drinks Damn Cheap!! Angus is in town, it's time to get down. Highway to Sir Winston's well.

Hope everyone had a wonderful 4th of July!!
07/05/2026

Hope everyone had a wonderful 4th of July!!

Domestic Beer on Special 9-11pm for $2.50!!!
07/05/2026

Domestic Beer on Special 9-11pm for $2.50!!!

Get this party weekend started!
07/03/2026

Get this party weekend started!

Address

2522 Nacogdoches Road
San Antonio, TX
78217

To get to the pub on Nacogdoches Road in San Antonio, you can take the bus route number 14 which stops at Nacogdoches Road and then walk for a few minutes to reach your destination. Alternatively, if you are driving, take the exit for Nacogdoches Road from TX-Loop 410 and then turn onto Nacogdoches Road. The pub is located on this road and there is parking available in front of the building.

Opening Hours

Monday 10am - 2am
Tuesday 12pm - 2am
Wednesday 10am - 2am
Thursday 10am - 2am
Friday 10am - 2pm
Saturday 12pm - 2am
Sunday 12pm - 2am

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What people say

Sir Winston's Pub is a must-visit for anyone looking for a friendly neighborhood bar in NE San Antonio. Located just outside Loop 410 in the Colonial Plaza Shopping Center, this pub offers daily drink specials and happy hour until 8pm every day. But what really sets Sir Winston's apart are their nightly karaoke sessions at 9pm, which are sure to provide hours of entertainment for patrons.

In addition to karaoke, Sir Winston's also offers pool, electronic and steel darts, and other games to keep guests entertained. And on Sundays, visitors can enjoy free pool all day/night, NFL Sunday Ticket, free food, and even more drink specials.

But that's not all - Sir Winston's also hosts a Silver Strike Bowling Game Tournament every Saturday at 3pm where participants can win big money prizes. And if you're looking to celebrate a special occasion like a birthday or anniversary, the pub will even decorate for free to help make your event memorable.

Overall, Sir Winston's Pub is the perfect spot for anyone looking for a fun night out with friends or family. With its welcoming atmosphere and wide range of activities and events, it's no wonder why this pub has become such a beloved local hotspot.