9 San Jose Wineries – The Best Wineries in the South Bay

categories: Northern California

You can’t throw a rock in California without hitting some vineyard, winery, or wine-tasting room. The San Jose Area is no exception. While it may not have as many wineries as Napa, Sonoma, or even nearby Livermore Valley, it has some easy-to-access wineries worth exploring.

Why do wineries charge for wine tasting?

Many California wineries used to have free or low-cost wine tasting but over the last few decades, the free tastings have gone away and been replaced by a charge that may or may not be refunded if you buy a bottle. The wineries found that free tastings did not attract the right customers, those willing to actually buy their wine. 

San Jose Wineries - Wine Tasting in the South Bay

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Downtown San Jose Wineries

A newer opportunity is the chance to visit an urban winery without even leaving downtown San Jose. There are two wineries near the San Jose Arena, but one is only open to tastings from their members. 

Coterie Wintery

Coterie Wintery in San Jose calls itself a neighborhood winery, and that was our experience when we visited. My wife decided quickly that owner and winemaker Kyle Loudon is one of the nicest people that she has met… and that’s saying something. Many of the people stopping by the winery seem to be friends, neighbors, and wine club members. 

Coterie does not have a vineyard so they don’t limit themselves to what they can produce in one region. So you might be trying a Grenache Blanc from the Russian River, a Pinot from the Santa Cruz Mountains, or a Roussanne from Paso Robles.

They have a nice charcuterie platter that you can sample with your wine. Also, check out their evening events. At least in the summer, they seem to have a food event every Friday evening where you can drop by or pick up food and wine.

East Hills Vineyards

Big Dog Vineyards

Big Dog Vineyards

Big Dog Vineyards is an easy vineyard to love and has one of the best views of the Santa Clara County (Silicon Valley) of any local vineyard. I told my wife in the parking lot that “if their wine is any good, I have a new favorite local winery.”

They have 3 different tasting menus:

  • Classic Mix – Enjoy a refreshing array of our esteemed Red Wines & fan-favorite White Wines.
  • All White Wines – From sweet & crisp to bubbly & light, this Tasting Menu boasts a perfect balance.
  • All Red Wines – For the lover of robust, savory wines, this Menu will fulfill every flavor craving.

You can get food pairings of sandwiches from Bear Bites or chocolates. Outside food is not currently allowed.

Big Dog Vineyards

Big Dog opened their doors in 2009 and tends to produce single varietal wines. They have an estate vineyard at the top of the hill but also produce wines from grapes grown in the Livermore Valley, Paso Robles, and elsewhere in California. We enjoyed their wines, particularly some of the reds.

Disclosure: Big Dog did sponsor (pay for) our tasting.

Hours: Fridays, 3:00 pm – 6:00 pm, Saturdays & Sundays, 12:00 – 5:00 pm
4545 Felter Rd, Milpitas, CA 95035

Saratoga / Cupertino Wineries

Cooper-Garrod Estate Vineyards

Cooper-Garrod is one of our favorite local wineries. We are in their wine club. Unlike many of the other wineries, this one is not at the top of a mountain with a view, but it is the only local winery that I know that is also a popular stable. Their wine club comes with a discount on trail rides that we have not yet taken advantage of.

Currently, all of their wine tasting is outdoors, although they have an indoor tasting room as well. All the wines are estate wines.

Cooper-Garrod Estate Vineyards

The Garrod family has been farming the area since 1893, originally producing dried prunes and apricots, which were a typical local crop. Their first vines were planted in 1972. George Cooper, who married into the family, was the first winemaker after a career as a NASA test pilot. Some of our favorite wines from Cooper-Garrod are their red blends which they produce under the Test Pilot label. The various Test Pilot wines are named after aircraft.

Hours: Weekdays from 12-5; Weekends from 11-5

22645 Garrod Rd, Saratoga, CA 95070

Picchetti Winery

Picchetti Winery

On a warm Saturday afternoon in January, Piccetti Winery is a party. In addition to the usual tasting room, Piccetti has a large picnic area. The parking lot was full, and the place was jumping. There was at least one big party and one bridal shower in the picnic area.

You can customize a tasting of 5 wines from their available award-winning wine list (17 different wines when we were there). You can choose whichever 5 wines you like. We had an option of three whites, a sparkling Zinfandel, 3 ports, and 10 red wines. A tasting costs $20, and if you buy a tasting, you can get a 10% discount off your wine purchase.

Picchetti Winery

You can do the usual stand-at-the-bar style of tasting or, my preferred option, take your wine back to your picnic table or Adirondack chairs. When you are ready to try your next wine, just take your tasting sheet and your glass back to either the indoor or outdoor bar.

They had a couple of varietals that I was less familiar with such as their 2019 Graciano (Spanish) wine and their 2019 Cinsault from the world’s oldest surviving Cinsault vines in the Clements Hills AVA in the San Joaquin County. The Cinsault is a white wine from the Languedoc region of France, although we did not personally encounter it in that region.

There has been a winery here… most of the time… since Picchetti was started in 1872 by the Picchetti brothers Vincenzo and Secondo (yes, the second brother’s name was literally “second” in Italian”). The Picchetti family produced wine here until 1963, when the winery was closed and sold to become a park. The winery reopened as the Sunrise Winery in 1982 and then was bought by the current owners, the Pantling family in 1997, who reverted the winery to the original Picchetti name.


Picchetti Winery

One of my favorite wines was the Brother’s Blend which was 75% Tempranillo, 12.5% Syrah, and 12.5% Malbec. The wine pays homage to the origins of the Picchetti Winery, the Picchetti brothers, and to the two Pantling brothers, who run the winery with their mother and sister.

The 3 ports served were each quite different. The first was a wonderful ruby red port which was served with a small piece of fudge. It was wonderful! They also served an even sweeter white port, the Reserve Angelica, and a Mission port that was served with “ice and a slice” (on the rocks with a twist of lemon).

The winery is leased from the Picchetti Ranch Open Space Preserve, which is near the Stevens Creek Reservoir. Come earlier in the day and go for a hike, then bring a picnic lunch to enjoy in the afternoon with a tasting or a bottle of wine.

Open Daily 11 am – 4 pm

13100 Montebello Road, Cupertino, CA 95014

Ridge Vineyards

Ridge Vineyards

Even further up Montebello Road from Picchetti Winery, you will find Ridge Vineyards. Ridge has a very different approach to its winemaking. While Picchetti sources grapes from all over the state, Ridge is focusing on a Single-Vineyard approach. This vineyard is its Monte Bello (Black Mountain) vineyard.

The Monte Bello Ridge was first used to grow grapes by the Italian-American Doctor Osea Perrone from San Francisco, who planted vineyards here in 1885. It was one of many California vineyards that did not survive prohibition. New vines were planted in the 1940s by theologian William Short. He taught on the Franciscan Contemplative Tradition when he wasn’t playing amateur wine-maker.

Four partners restarted the winery at Ridge in 1959. The first president of the winery and winemaker was Dave Bennion, who quit his job at the nearby Stanford Research Institute, where he studied magnetic circuits and robotics.

Ridge Vineyards

The Monto Bello area and Ridge in particular, are highly regarded internationally for the quality of their wines. At the Judgement in Paris in 1976, Ridge’s Monte Bello wine placed 5th of 10 places in the competition, the 2nd highest placement for the American newcomers. In 2006, these same wines, now over 30 years old, were rejudged in a reenactment of the original tasting. The Ridge 1971 Monte Bello came in first place and by a large margin (18 points).

Ridge Vineyards

It is another one of the local wineries with a great view.

Tastings are currently by appointment only, 7 days a week in groups of 6 or less, $20 per person.

17100 Montebello Road Cupertino, CA 95014-5435

The Mountain Winery

The Mountain Winery

The Mountain Winery is one of the longest-running wineries in the region. It was originally the Paul Mason winery and was built in 1905 and again in 1907 after being destroyed by the 1906 San Francisco Earthquake.

It may be one of the most popular wineries in the area, but not necessarily for its wines. They have hosted a concert series in the summer that draws many well-known acts. It is a great venue for an outdoor concert… if a bit chilly.

The winery bills itself as the “Valley’s Hidden Gem,” and that is just about right. I had not been to the Mountain Winery for a number of years but returned with my wife and some friends in the process of writing this article… although a bit too late for that 4 pm time when they stop wine tastings. We all had forgotten how very lovely the Mountain Winery setting is.

The Mountain Winery

The winery has a number of roomy patios made to handle the crowds of event attendees and a parking lot that won’t fill up except for an event. It also has views across the hills outside Cupertino and Saratoga on into the Silicon Valley. It was not the clearest day when we were there, but we could still make out the Apple campus, downtown San Jose, Moffett Field, Cupertino’s City Center, and the Pruneyard.

The Mountain Winery

The wine tasting room also has soft drinks and beer on tap.

Hours: Fridays 1 pm – 6 pm, Saturdays & Sundays only 12 pm – 5 pm (arrive by 4 pm for a tasting).

Tasting prices:

$10 per person for 2018 Estate Pinot Noir and Estate Chard Series (2 wine flight)
$15 per person for 2016, 2017, 2018 Estate Chard – White flight (3 wine flight)
$15 per person for 2016, 2017, 2018 Estate Pinot- Red flight (3 wine flight)
$30 per person for 2016, 2017, 2018 Vertical Pinot Noir And Chardonnay Estate series (3 wine flight)

Dogs are allowed if well-behaved and on a leash. Children are also allowed if well-behaved… leash optional.

14831 Pierce Rd, Saratoga, CA 95070

Los Gatos Wineries

Testarossa Winery

Only a mile up the hill from downtown Los Gatos is the popular Testarossa Winery which is known for its Chardonnay and Pinot Noir wines. The local newspaper in San Jose, the San Jose Mercury News, has rated Testarossa as the best local winery pretty consistently for more than a decade. 

Like so many of the other wineries, the owners, Rob and Diana Jensen did not start in the wine business. They met as Electrical Engineering students at Santa Clara University. They have been running the winery since 1993 with, as you can see, more than a little success.

The winery itself was built in 1888 as the Novitiate Winery by the Jesuits in seminary at what is now Santa Clara University. Since the winery was used for making church wine, it is one of the few wineries that actually expanded during prohibition, doubling in size. The winery declined in the 1960s and was closed in 1968, and all the seminarians at the time were moved to Santa Barbara. The Jensens moved to the property in 1997.

One of the unique features of the property is a good old-fashioned wine cave that looks like it could be in a winery in France. The winery also has wine tasting outside on its porch.

Trading Design Offsite

Hours: Outdoor and Indoor tasting Thurs – Sun 12 pm – 6 pm. Reservations are highly encouraged. Tastings are 45 minutes and cost $20.

300 College Ave. Los Gatos, CA 95030

Santa Cruz Mountain Vineyards

Burrell School Vineyards

Burrell School Vineyards

Only 3 miles east on Summit Road off Highway 17 that connects San Jose and Santa Cruz, you will find two quite different wineries, one next to the other. The older of these two wineries is the Burrell School winery where the vineyards date back to 1973. It is based in and around an old one-room schoolhouse that dates to the village of Burrell which was founded as a mountain top community in 1879.

While the Burrell School has not been an actual school since the 1950s, it keeps the educational heritage in the name of some of its wines. Our tasting ($25) included such wines as:

  • 2020 Chardonnay “Teacher’s Pet”
  • 2018 Pinot Noir “Principal’s Choice”
  • 2012 Barrel Reserved Pinot “PTA”
  • 2018 Cab Franc “Extra Credit”
  • 2109 Merlot “Honor Roll”
  • 2013 Barrel Reserved Merlot “Magna Cum Laude”

The cost of the tasting can be applied towards your purchase of one or more bottles. Our favorite of these was the “Teacher’s Pet”… and not because I was a teacher’s pet as a child… although I was.

Burrell School Vineyards

Burrell School Winery is a great place to be as the sunsets, sitting out on their porch with a glass of wine in your hand.

Open to the Public Saturday & Sunday only, 12-5 pm. Live music on Saturday afternoons.

24060 Summit Rd, Los Gatos, CA 95033

Regale Winery and Vineyards

Regale Winery and Vineyards

Right next door to Burrell School is Regale Winery and Vineyards. They are close enough that you can park at one winery and walk to the other, but the two wineries are quite different. Regale has large lovely grounds with lots of space to host a number of small groups all at the same time and can also host larger events like weddings. It has bocce ball, a giant connect four, and a giant Jenga set, but a sign on the way in declares it as an “adults-only” space. They do not allow children under the age of 13 on the grounds… but they are pet friendly.

Regale does not have a tasting menu but you can buy one of 5 different wines by the glass ($15) or you can buy a bottle of wine from their wine list to share. They are best known for their Chardonnay and Pinot. We had a glass of the Pinot and the Merlot which were enjoyable.

Regale Winery and Vineyards

A local caterer has taken up shop at Regale, L’Appetito. L’Appetito serves hand-crafted wood-fired pizzas, antipasti, salads, and homemade tiramisu. Since they are not open, currently at least, at dinner time, you might consider timing your arrival at Regale for a lunchtime glass of wine and a wood-fired pizza.

Regale Winery and Vineyards

Their gardens look out on some of their vines and the Santa Cruz Mountains

Tasting Room Hours: Saturdays 11 am – 4:30 pm | Sundays 11 am – 5 pm (last pour 30-minutes before closing)
24040 Summit Rd, Los Gatos, CA 9503



You are not that far from a winery when you are in the San Jose area. While researching this article, I learned more about the long history of winemaking in the area. So raise a glass to the scientists, theologians, and engineers who have become the local winemakers of Silicon Valley.

San Jose Wineries - The Best Wineries in the South Bay #san-jose #california #wine #winery #travel #trip #vacation San Jose Wineries - The Best Wineries in the South Bay #san-jose #california #wine #winery #travel #trip #vacation 

Chris Christensen

by Chris Christensen

Chris Christensen is the creator of the Amateur Traveler blog and podcast. He has been a travel creator since 2005 and has won numerous awards including being named the "Best Independent Travel Journalist" by Travel+Leisure Magazine. He move to California in 1964.

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