On Burgundy-like limestone, Eden Rift Vineyards crafts 90 acres of Pinot Noir into distinct bottlings plus a Chardonnay that’s earned…
10034 Cienega Rd
“On Burgundy-like limestone, Eden Rift Vineyards crafts 90 acres of Pinot Noir into distinct bottlings plus a Chardonnay that’s earned serious praise. Named one of the world’s Top 100 Wineries, they pour on the Dickinson House lawn and run ATV and helicopter tours... an easy, hometown upgrade.”
Ozeki Sake USA Inc brings centuries of Japanese brewing to our backyard, stateside since 1979 and still all about brewing fresh sake. Go…
249 Hillcrest Rd
“Ozeki Sake USA Inc brings centuries of Japanese brewing to our backyard, stateside since 1979 and still all about brewing fresh sake. Go velvety and savory with Souke Ozakaya Heirloom or keep it creamy with Nigori in Strawberry, Pineapple, and Yuzu, perfect for low-key nights in.”
De Rose Winery Inc. leans into San Benito's roots with dry-farmed vineyards that turn out distinctive wines, plus a quirky on-site Car…
9970 Cienega Rd
“De Rose Winery Inc. leans into San Benito's roots with dry-farmed vineyards that turn out distinctive wines, plus a quirky on-site Car Museum for bonus oohs. Perfect excuse to slow down, taste through, and remember why living here is the good stuff.”
From the San Benito County newsletter, August 28, 2026
Calera Wine Company proves Pinot Noir can be truly world class on Mt. Harlan’s limestone, thanks to low yields and long aging that deliver…
11300 Cienega Rd
“Calera Wine Company proves Pinot Noir can be truly world class on Mt. Harlan’s limestone, thanks to low yields and long aging that deliver depth without showboating. Swing by for a tasting to literally kick the soils, then savor why this singular mountain keeps Hollister locals loyal.”
Settle Down Brewery & Taproom pours a wide lineup from over a dozen taps, brewed by locals who love pushing flavors to keep things…
7515 Monterey Rd (Gilroy)
“Settle Down Brewery & Taproom pours a wide lineup from over a dozen taps, brewed by locals who love pushing flavors to keep things interesting. It’s a hop to downtown Gilroy, with rotating food vendors, games, Jenga and foosball, plus a family and dog friendly vibe that makes this week feel like a block party.”
When you want less kale, more garlic fries this week, Vines and Pints in nearby Gilroy is serving burgers, sandwiches, and snackable hits…
7511 Monterey Rd (Gilroy)
“When you want less kale, more garlic fries this week, Vines and Pints in nearby Gilroy is serving burgers, sandwiches, and snackable hits like Pollo Funghi, Crispy Chicken Wings, and Truffle Shuffle Sliders. Seasonal, chef-guided, and great for an easy takeout night when dinner decision fatigue hits.”
Promised Land Brewing Company, voted Best Brewery in Gilroy in 2025 and 2026, pours a bronze medal Irish Red called Sláinte and a Garlic…
7419 Monterey Rd (Gilroy)
“Promised Land Brewing Company, voted Best Brewery in Gilroy in 2025 and 2026, pours a bronze medal Irish Red called Sláinte and a Garlic Festival IPA that actually slaps, plus trivia and comedy nights that make it a no-brainer Hollister evening escape.”
Slip out this week to COVALE Rooftop Beer & Wine Bar, a short hop from Watsonville, for fresh air, rotating taps that keep the beer menu…
7534 Gourmet Alley (Gilroy)
“Slip out this week to COVALE Rooftop Beer & Wine Bar, a short hop from Watsonville, for fresh air, rotating taps that keep the beer menu lively, and a solid wine lineup up top. Perfect when you want views, vibes, and a change from the usual four walls.”
Mad Pursuit Brewing Company is Hollister’s homegrown spot for fresh craft beer, poured from a taplist built to keep things interesting.…
628 San Benito St
“Mad Pursuit Brewing Company is Hollister’s homegrown spot for fresh craft beer, poured from a taplist built to keep things interesting. Bring a friend, try something new, and let the week melt away with a pint that tastes like someone actually cared about the brew.”
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
McCann's mixes a comfortable bar with a vibrant open-air patio and course views, serving American favorites made with locally sourced,…
1996 San Juan Oaks Dr
“McCann's mixes a comfortable bar with a vibrant open-air patio and course views, serving American favorites made with locally sourced, fresh ingredients. Perfect for catching up after work, weekend brunch or a low-key happy hour, plus easy mobile ordering if you're grabbing dinner on the fly.”
When you want something low-key but seriously satisfying, Grillin & Chillin Alehouse comes through with comfort-food classics hot off the…
401 McCray St b24
“When you want something low-key but seriously satisfying, Grillin & Chillin Alehouse comes through with comfort-food classics hot off the grill and a steady stream of new beers. Grab a seat, swap stories with neighbors, and let somebody else handle the cooking this week.”
The Garden Shoppe & Bar keeps 50+ beer and wine options rotating, so you can try something new this week while browsing the boutique or…
364 7th St
“The Garden Shoppe & Bar keeps 50+ beer and wine options rotating, so you can try something new this week while browsing the boutique or catching up on the patio. Planning a backyard hang? Their licensed mobile beer and wine service brings the pours to your private event.”
From the San Benito County newsletter, August 19, 2026
Leal Vineyards and Winery blends rustic charm with modern elegance across its Hollister roots and sister spots, with lush vineyard views…
300 Maranatha Dr
“Leal Vineyards and Winery blends rustic charm with modern elegance across its Hollister roots and sister spots, with lush vineyard views and all-in-one event magic including coordination, catering, DJs, florals and Luxe Design & Decor.”
Crave Wine Company is the downtown spot to discover San Benito County bottles alongside can't-put-down picks from farther afield. Slide in…
616 San Benito St
“Crave Wine Company is the downtown spot to discover San Benito County bottles alongside can't-put-down picks from farther afield. Slide in this week for a relaxed pour, chat with folks who know their stuff, then take home a bottle that actually makes dinner taste better.”
Craving a low-key pour with actual personality? Guerra Cellars pours estate-grown Malbec and Cabernet, a Rhone-style Three Sisters blend,…
500 John Smith Rd
“Craving a low-key pour with actual personality? Guerra Cellars pours estate-grown Malbec and Cabernet, a Rhone-style Three Sisters blend, and a Viognier that leans white peach and vanilla, all in a laid-back barn tasting room that sometimes doubles as backstage during their summer concert vibes.”
Poki Bowl is keeping Hollister fueled with custom poke bowls stacked with seafood and sushi-inspired toppings, then finished with punchy…
1210 E Park St Ste 104
“Poki Bowl is keeping Hollister fueled with custom poke bowls stacked with seafood and sushi-inspired toppings, then finished with punchy dressings. Perfect for a quick, feel-good lunch or grab a party tray for the game this week... either way, your taste buds and schedule win.”
From the San Benito County newsletter, August 21, 2026
With memorabilia-packed walls and that no-frills 1946 swagger, Johnny's Bar & Grill nails the comfort-food cravings with juicy burgers,…
526 San Benito St · ✓ checked Aug 12
“With memorabilia-packed walls and that no-frills 1946 swagger, Johnny's Bar & Grill nails the comfort-food cravings with juicy burgers, hearty grill staples, and cold drinks. Stick around for karaoke and the local stories, because this place is basically Hollister’s living room with a jukebox.”
From the San Benito County newsletter, August 22, 2026
Daisy's Saloon & Liquor keeps weekends lively with bands across rock, pop, and country that actually get people dancing. Pair the jams with…
213 Third St (San Juan Bautista)
“Daisy's Saloon & Liquor keeps weekends lively with bands across rock, pop, and country that actually get people dancing. Pair the jams with their Giant German Pretzel, Angus Burgers, or the Famous Drunkin' Daisy's Dog when the hot dog cart pops up, then snag a shirt or shot glass for your shelf.”
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.”
