Cheap beer, strong pours, and karaoke nights make The King's Den the kind of Old Town spot where the game’s on, the regulars are friendly,…
22 W Alisal St
“Cheap beer, strong pours, and karaoke nights make The King's Den the kind of Old Town spot where the game’s on, the regulars are friendly, and your go-to song somehow sounds better than you remember. Rally a few friends and let this week unwind properly.”
Paper Plane has been crafting artful cocktails since 2013, backed by one of the Bay Area’s largest, highly curated bottle collections. Let…
72 S 1st St (San Jose)
“Paper Plane has been crafting artful cocktails since 2013, backed by one of the Bay Area’s largest, highly curated bottle collections. Let the bartenders guide you to something you didn’t know you loved, grab a few tasty bites, and consider your week officially upgraded.”
From the Santa Clara newsletter, September 19, 2026
If you haven't posted up at The Farmers Union in downtown San Jose, expect hearty urban alehouse comfort food, seasonal and locally…
151 W Santa Clara St (San Jose)
“If you haven't posted up at The Farmers Union in downtown San Jose, expect hearty urban alehouse comfort food, seasonal and locally sourced, plus 50-plus craft beers on tap, old fashioned and original cocktails, and wines on tap. Easy meet-up before a SAP Center show or just because.”
From the Watsonville newsletter, September 3, 2026
Slide into Little Wine House when you want a low-key night with a glass that actually tastes like someone cared. Wine and beer are the…
350 W Julian St Bldg 4 (San Jose)
“Slide into Little Wine House when you want a low-key night with a glass that actually tastes like someone cared. Wine and beer are the stars, the vibe is make yourself at home, and the food menu keeps you happily snacking while you catch up on life.”
Goodtime Bar keeps things unfussy with natural wines, good music, and food that’s actually worth staying for, think oysters, arancini, and…
30 Fountain Alley #160 (San Jose)
“Goodtime Bar keeps things unfussy with natural wines, good music, and food that’s actually worth staying for, think oysters, arancini, and fresh pasta. Ideal for a low-key night when you want to sip something interesting and snack well without trekking far from Santa Clara.”
From the Santa Clara newsletter, September 3, 2026
If your idea of a good night is sunshine on the patio, seasonal Californian plates, and a glass that never bores, Vintage Wine Bar delivers…
368 Santana Row (San Jose)
“If your idea of a good night is sunshine on the patio, seasonal Californian plates, and a glass that never bores, Vintage Wine Bar delivers with friendly vibes, indoor and outdoor seating, and a deep list from bubbles to big reds, plus events that keep things interesting.”
When your week needs a tasty timeout, 20Twenty Restaurant & Bar pours twenty curated wines and twenty craft beers straight from the tap,…
1389 Lincoln Ave (San Jose)
“When your week needs a tasty timeout, 20Twenty Restaurant & Bar pours twenty curated wines and twenty craft beers straight from the tap, then backs it up with farm-to-table comfort food, artisan cheese boards, and Tuesday trivia. Easy choice when you want legit flavor and something new to discover each visit.”
Still O.G. & Alter Ego Cocktail Club is a craft cocktail lounge and restaurant serving inventive drinks and seasonal dishes. Expect…
66 S 1st St (San Jose)
“G. & Alter Ego Cocktail Club is a craft cocktail lounge and restaurant serving inventive drinks and seasonal dishes. Expect creative pours, seasonal plates, and a menu that makes weeknights feel planned on purpose.”
Hidden beneath the Cultural Center, Italian Cellar Speakeasy Bar pours Prohibition-era and Italian classics like Negroni, Aperol Spritz and…
323 1/2, Sharks Wy (San Jose)
“Hidden beneath the Cultural Center, Italian Cellar Speakeasy Bar pours Prohibition-era and Italian classics like Negroni, Aperol Spritz and a limoncello lemon drop among exhibits celebrating Italian American history in Santa Clara County.”
Whether you’re pre-gaming a SAP Center event or just want a chill spot with match-day vibes, The Brit - Sports Pub & Patio brings an…
173 W Santa Clara St (San Jose)
“Whether you’re pre-gaming a SAP Center event or just want a chill spot with match-day vibes, The Brit - Sports Pub & Patio brings an English-pub feel, casual eats, and local energy, with trivia and karaoke nights, happy hours, and regular DJ sets.”
Skip the couch pour and let Hop & Vine handle it with smooth wines, craft brews, and shareable bites that actually satisfy, from burrata to…
1435 The Alameda (San Jose)
“Skip the couch pour and let Hop & Vine handle it with smooth wines, craft brews, and shareable bites that actually satisfy, from burrata to pizzas and charcuterie. Cozy rustic-chic vibes on The Alameda, plus trivia and live music, make it a perfect midweek escape this week.”
Need an easy win this week? Lucky Strike San Jose has 59 high-tech lanes, an arcade that eats hours in the best way, online lane…
5420 Thornwood Dr (San Jose)
“Need an easy win this week? Lucky Strike San Jose has 59 high-tech lanes, an arcade that eats hours in the best way, online lane reservations, and leagues when you’re feeling competitive, making it the low-stress, high-fun excuse to rally friends and escape the usual Morgan Hill routine.”
Ancora Vino by Enoteca La Storia is that stylish, traditional hangout where classic Italian food meets a lineup of mostly Italian wines,…
320A Sharks Wy (San Jose)
“Ancora Vino by Enoteca La Storia is that stylish, traditional hangout where classic Italian food meets a lineup of mostly Italian wines, poured with care. Easy place to linger, catch up with friends, and let dinner turn into one-more-glass without trying too hard.”
The Caravan Lounge keeps downtown San Jose noisy in the best way with up-and-coming bands, karaoke, comedy, burlesque, and DJ nights. This…
98 S Almaden Ave (San Jose)
“The Caravan Lounge keeps downtown San Jose noisy in the best way with up-and-coming bands, karaoke, comedy, burlesque, and DJ nights. This week, hit Karaoke with Ronnie Roach Tue Aug 11, Shrine Goth DJ Night Thu Aug 13, and Diablura, Goad, Three Reefs Deep Sat Aug 15.”
District in San Pedro Square pairs a curated wine and whiskey lineup with globally inspired shareable plates, turning your table into a…
65 N San Pedro St (San Jose)
“District in San Pedro Square pairs a curated wine and whiskey lineup with globally inspired shareable plates, turning your table into a choose your own adventure of sips and bites. Add seasonal cocktails, lively art and tunes, and it feels like a dinner party at home, just better.”
Stevie's Bar & Grill is that reliable Cambrian sports bar vibe locals claim as their own, with 30 beers on tap, a full whiskey lineup, and…
2705 Union Ave (San Jose)
“Stevie's Bar & Grill is that reliable Cambrian sports bar vibe locals claim as their own, with 30 beers on tap, a full whiskey lineup, and plenty of screens including the Sunday NFL Ticket. Grab ABVE the Basics’ tacos, carne asada fries, or a Nacho Boat and settle in.”
Firehouse No.1 in Downtown San Jose’s San Pedro Square is the kind of grown up gastropub that nails premium steaks, chops, and seafood,…
69 N San Pedro St (San Jose)
“1 in Downtown San Jose’s San Pedro Square is the kind of grown up gastropub that nails premium steaks, chops, and seafood, then backs it up with classics at the bar done right. When you crave elevated comfort with zero fuss, this spot quietly delivers.”
Cash Only nails the 'no-frills, all-fun' bar vibe with frozen Irish coffee, a proper Sazerac, and cheeky boilermakers when you want speed…
78 E Santa Clara St (San Jose)
“Cash Only nails the 'no-frills, all-fun' bar vibe with frozen Irish coffee, a proper Sazerac, and cheeky boilermakers when you want speed over ceremony. If you linger, the whiskey list runs deep with private barrel picks, and the taps keep locals happy with things like Russian River Blind Pig.”
Spaced Out Comedy turns Mystérieux Brand Barbershop in downtown San Jose into a monthly indie stand-up party, pulling in comics who've hit…
28 N Almaden Ave #30 (San Jose)
“Spaced Out Comedy turns Mystérieux Brand Barbershop in downtown San Jose into a monthly indie stand-up party, pulling in comics who've hit Comedy Central, Netflix Is a Joke Fest, Punchline SF and more. Intimate vibe, zero pretense, all killer sets... the kind of night you brag about to coworkers.”
