Twas the season for dining out, when all through Los Gatos people scrolled through endless options wondering if that trendy new spot would impress their foodie friend / date / persnickety in-laws. The answer is, they absolutely will. Never fear though, because our updated guide has the definitive list of bars and restaurants that deliver on atmosphere, cocktails, and cuisine.
So whether you’re seeking craft cocktails with small plates, a lively patio for groups, or an intimate wine bar for date night, we’ve got you covered.
Alex’s 49er Inn
$ | (408) 279-9737 | WEBSITE
So you pulled the short straw and you now need to find a spot for that Friday night. This place needs to deliver just the right amount of rowdy fun and dive-bar authenticity, with a delicate hint of ‘I didn’t just Google this’. Perfect. We bring you Alex’s 49er Inn, that includes three pool tables, darts, and even a karaoke machine on weekends. Far beyond your average sports bar with flat screens, it also comes with Alena behind the bar and some cold beers on tap.
San Jose-wide and local regulars available.
Calder’s Sports Bar
$$ | (408) 279-6000 | WEBSITE
Part ice rink and part sports bar, Calder’s Sports Bar offers countless options for families that love skating, hockey, or both. Whether you go big with a San Jose Sharks jersey or keep it casual with some well-maintained rental skates is up to you, but we’ve got our eye on the spacious rink area, the friendly staff, and the great view from the bar. In the best way possible, prepare to spend an hour or so on the ice debating between holding onto buckets and trying your first spin.
thirsty.bar
$$ | (408) 985-7201 | WEBSITE
Nothing, absolutely nothing, says ‘I’m home’ like walking into thirsty.bar after a long day. Except maybe, actually being home but who has the emotional capacity for that. Instead, find comfort in the form of Trinity and Michelle’s familiar faces behind the bar. You’ll find everything from rotating craft beers on tap to a wall of booze that satisfies any craving, as well as old faithful, the pool tables. Heads up, there are themed events throughout the week too.
Jack’s
$ | (408) 287-5225 | WEBSITE
We’ll let you in on a couple San Jose secrets. Yes, we do consume an alarming quantity of smoked Old Fashioneds, and also we’re very partial to giving each other gifts from Jtown Pizza. Why? Because their pies are just so fucking good. As well as seriously smooth drinks, quality pub bites, and top-shelf liquors, their outdoor patio will feel right in pretty much any weather. Be sure to check out their signature sports viewing and dog-friendly hours too.
Wine Bar 107
$$$ | (408) 354-6150 | WEBSITE
We’re pretty sure the only thing you won’t find available at Wine Bar 107 is a reason to leave. Seriously, they’ve got charcuterie plates with smoked salmon and artisanal cheeses, Shakshuka that tastes straight from Jerusalem, perfectly seasoned duck fried rice, and even wonderful specials like fried calamari and carrot ginger soup. Special shoutout to their Benedict eggs that come with crispy fish and chips, plus salads that make both regulars and tourists feel welcome.
The peaceful atmosphere, even during busy evenings, makes it an ideal spot for dates or friend gatherings where you can relax outside with beautiful wines and extensive staff knowledge.
Andale Mexican Kitchen and Bar Patio
$$ | (408) 395-8997 | WEBSITE
We’ve discovered the perfect spot for the Mexican food enthusiast in your life. Depending on your usual haunts you’ll either be picturing a casual weeknight dinner or a weekend celebration, but whatever the occasion, if you’re craving authentic flavors you’ll be into Andale Mexican Kitchen and Bar Patio. With everything from chile relleno to quesabirria, this Los Gatos favorite is basically the nirvana of fresh, organic Mexican cuisine. Don’t believe us?
Head to their stylish outdoor patio, where you’ll quickly notice there’s an area purely dedicated to romantic dates. We’re very into the oh-so-inviting atmosphere, and we never thought we’d say this about some seating, but their clean indoor area is très charming.
Holder’s Mission City Grill
$$ | (408) 244-6267 | WEBSITE
What they’ve got: A Supreme Omelette that could feed two, a Bacon Cheddar Burger that’s a mountain of meat, a Veggie Scramble that’s fresh and filling. Basically, everything you could possibly want and more. The fries are crispy, the hash browns are golden, and the portions are so generous you’ll probably leave with leftovers. The outdoor patio is perfect for bringing your dog along, and the staff is always friendly, even when the parking lot is packed.
It’s the kind of place where you get great value without sacrificing quality, and though the sourdough might be just okay, everything else makes up for it. A reliable spot for a hearty meal that won’t disappoint.
The Caravan Lounge
$ | (408) 995-6220 | WEBSITE
The punk rock dive bar has a simple but satisfying selection of things to enjoy, live music notwithstanding. Including cheap 40-ounce cans specially stocked and served for the bar.
La Corona Bar
$$$$ | (408) 925-9336 | WEBSITE
If you’re not really into Mexican food then you might think that La Corona Bar’s menu is full of soups for giants – they’re weekend specials, don’t panic. These kitchen pros have got countless classic options from breakfast burritos to tacos with rice and beans on the side. Their weekend menudo and their albondigas soup are great shouts if you’re ordering for someone who’s just getting into authentic flavors. Also, their generous portions are perfect for pretty much everyone.
Goodtime Bar
$$ | (408) 256-1266 | WEBSITE
Some people plan elaborate date nights. Some people host fancy dinner parties for their friends. And some people simply say ‘let me order us another round!’. Yes, if your love language is basically good drinks and great company, look no further than Goodtime Bar. Their chic, modern space offers delightful options like their red blend and organic wines, with choices such as white wine and yuzu spritz perfect for warm evenings or casual outings.
Plus, the knowledgeable staff takes pride in their work, ensuring a wonderful experience.
Cash Only
$ | (408) 288-5252 | WEBSITE
Cash Only is home to a Whiskey Apple cocktail that is to our taste buds what Johnny Cash is to our ears. Unforgettable. Not only is this downtown San Jose dive bar serving up soulmates in liquid form, they’re also playing an impressive music selection via their old-school jukebox. If you don’t think your friends will be into that, well then, you kind of need better friends – or get them a no-brainer round of those strong cocktails. Plus, they have that iconic Johnny Cash mural for photo ops too.
Mac’s Club
$$ | (408) 288-8221 | WEBSITE
Mac’s Club is a cozy little hideaway in San Jose where you can unwind with friends, strangers, and everyone in between. There’s a relaxed back porch that feels like a secret speak-easy, perfect for late-night conversations. The bartenders are quick and friendly, pouring reasonably priced drinks like green tea shots and tequila that keep the good times flowing. Outside, red lights cast a warm glow that makes the whole place feel welcoming and safe.
It’s the kind of spot where everyone – gay, straight, bi – can find a sense of community over a great drink.
Shepherd & Sims
$$ | (408) 414-5312 | WEBSITE
Shepherd & Sims’ liver mousse has a bigger following in Los Gatos than 99% of the town’s trendy spots. Don’t believe us? Ask someone if they’ve ever shared plates there or if they know the name of the chef behind the grilled octopus, and you’ll find that most people answer ‘yes’ to the former and ‘um, maybe Steve?’ to the latter. That’s why it’s always a safe-bet to treat someone to this ever-popular restaurant’s standout dishes.
Or if they’ve already tried the chicken fried steak, there’s also a fun neighborhood-gem-meets-celebration vibe available too. Nothing like a bit of creative cocktails after your tuna tataki.
The Sportsmen’s Lounge
$ | (408) 244-4600 | WEBSITE
Oh The Sportsmen’s Lounge, you unassuming, no-frills, neighborhood sanctuary. Pretty much everyone wants their local hangout to feel like this seriously welcoming, dive bar haven. And now, thanks to its diverse offerings, they can. We’re talking pool tables, dart boards, multiple TVs, a Mexican food truck outside, and a Chinese food restaurant where you can order and bring back in. And yes, there’s slushies too.
Rootstock Wine Bar Los Gatos
$$ | (408) 354-7668 | WEBSITE
Monday, take a seat. Because Rootstock has crafted the wine deal that might just make your week forget its troubles. We’re talking Old Fashion cocktails, bacon-wrapped dates, burrata salad, butter nut squash flatbread, stuffed mushrooms, a trio of bruschetta, and more. Oh, and that’s just their regular menu. The standout includes live music from bands like Noah and the Arkiteks, semi-private gatherings, and that festive atmosphere.
They start at – deep breath – $22 per glass and can be enjoyed by visiting 50 University Avenue.
Nowhere Bar & Grill
$ | (408) 371-4941 | WEBSITE
Ho ho ho, merry Christmas etc. Now what the hell do you do with your friends who analyze every bar like they’re food critics before declaring ‘oh, another neighborhood spot, I see’. Thankfully, classic Los Gatos hangout Nowhere Bar & Grill has options for everyone in the crew. A solid Bloody Mary for the friend who needs a stiff drink. Some amazing BBQ ribs for that buddy you only catch up with occasionally. A friendly game of pool for the ‘pool shark’ A.K.A. your competitive pal.
A laid-back vibe to keep the whole group relaxed. And some tasty pizza for those friends who probably already know more about pinball than you. Friday night, sorted.
Teske’s Germania
$$ | (408) 292-0291 | WEBSITE
A visit to Teske’s Germania is truly one of the best things you can do for someone who enjoys authentic German cuisine, lively folk music, and savoring excellent beer. That and the warm atmosphere aside, the restaurant also has their signature roast pork knuckle, their impressive selection of German brews, and their charming beer garden all about – you guessed it – creating a memorable evening.
Taplands
$ | (408) 709-2990 | WEBSITE
Taplands’ hummus and chips are the stuff of legend. We’ve known people (us) to eat their French onion dip by the spoonful. You can opt for one of their local beers that includes everything from crisp lagers to hoppy IPAs, or go for their brilliant fridge options that include (dun, dun, dun) their homemade chips.
Paul & Harvey’s
$ | (408) 736-5770 | WEBSITE
Right now we’re always one of three things. Thirsty. Bored. Or thirstyandbored. Heading to Paul & Harvey’s on Murphy Ave. for a cold drink and some pool will fix all of the above. Or you can go straight for their pinball machines and electronic jukebox. Plus, they have some cool, fun memorabilia all over the walls and ceiling. Think dive bar but you know, with a diverse crowd and plenty of seating.