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5 Oldest Bars in San Jose You Should Visit

Step into a world where history flows as smoothly as the aged whiskey behind the bar.

bar counter of oldest bars in san jose

San Jose, a city of innovation and progress, also harbors hidden gems of antiquity – its oldest bars.

These venerable establishments have witnessed decades, even centuries, of change while maintaining their unique charm.

Join us on a journey through time as we uncover the best oldest bars in San Jose that serve up not only drinks but also a taste of history itself.

St. John’s Bar & Grill

510 Lawrence Expy, Sunnyvale, CA 94085
Phone: (408) 738-8515
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St. John’s Bar & Grill is a classic bar to visit and is one of the oldest bars in San Jose.

It’s open every day of the week except Sunday and Monday and is even accepting take-out orders!

The bar has a great menu that includes salads, appetizers, tasty sides, burgers, and more.

You can even substitute a turkey or garden burger for the beef burger.

When I visited, I had a side of bacon and cheese fries and a chili burger, and I highly recommend them both!

You might also be interested in the pineapple teriyaki burger or the Beg For Mercy Philly Steak.

O’Flaherty’s Irish Pub

25 N San Pedro St, San Jose, CA 95110
Phone: (408) 947-8007
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O’Flaherty’s Irish Pub in San Jose is famous and one of the oldest bars in San Jose’s downtown area.

It’s open 365 days a year and is known for its fish, chips, and shepherd’s pie.

You might also want to try out their Irish whiskey and one or more of their 50+ beers on tap.

Some other great items on their menu include corned beef tacos and Hawaiian ribs.

The Continental Bar Lounge & Patio

349 S 1st St, San Jose, CA 95113
Phone: (408) 982-3461
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The Continental Bar Lounge & Patio is another fantastic and one of the oldest bars in San Jose.

It’s located on 1st Street and is known for its lounge-style atmosphere and classic cocktails, like the Old Fashioned.

I tried the Kentucky Buck when I was there and found that to be super tasty.

They also have many live events, from dance parties to live DJs, so you might want to schedule your visit around one of the events you’re interested in.

The Old Wagon Saloon & Grill

73 N San Pedro St, San Jose, CA 95110
Phone: (408) 971-9346
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The Old Wagon Saloon & Grill on North San Pedro Street is in the heart of this area of San Jose and is known for its inviting atmosphere.

It is a modern twist on a classic country bar with all the spirits and food to back it up.

Its atmosphere combines old-time charm and contemporary cuisine.

The Old Wagon Saloon & Grill is one of the best places in San Jose for a tasty Happy Hour treat.

It was named one of the top 10 bars in downtown San Jose.

If you can’t get to the SAP Center, you can watch a San Jose Sharks game from The Old Wagon Saloon & Grill. 

San Jose Bar & Grill

85 S Second St, San Jose, CA 95113
Phone: (408) 286-2397
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The San Jose Bar & Grill is in the heart of San Jose and has an upbeat atmosphere.

The drinks menu includes tasty options, including Hibiscus Watermelon Sour and The Heart Breaker.

You’ll also not want to miss their take on Sex on the Beach.

You can explore their DJ schedule online, so if you want to visit the bar for a specific night, you can schedule it around that.

Plus, between 9 PM and 10 PM, you can enjoy the Power Hour and get $2 Wells and Kamikazes if you visit between Thursday and Saturday.

Please drink responsibly, be fully accountable with your alcohol consumption, and show others respect.

Written by Paul Kushner

I have always had a deep interest in the restaurant and bar industry. My restaurant experience began in 1997 at the age of 14 as a bus boy. By the time I turned 17 I was serving tables, and by 19 I was bartending/bar managing 6-7 nights a week.

In 2012, after a decade and a half of learning all facets of the industry, I opened my first restaurant/bar. In 2015, a second location followed, the latter being featured on The Food Network’s Diners, Drive-Ins and Dives.

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