06/19/2026
May 29, 2026 - CHURCHILL HIGH SCHOOL Unofficial 50th Year Reunion Pre-Party. Thank you to Victor and Scott and to everyone that made it to Sir Winston's that night!!
Sir Winston's Pub
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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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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.