23 Best Wineries near Cupertino

Vidovich Vineyards Winery • $$
18101 Montebello Road, Cupertino

“Friendly staff, beautiful grounds, delicious Cabernets.“

4.8 Superb60 Reviews
Picchetti Winery Wineries •
13100 Montebello Road, Cupertino

“Great local winery in an excellent location for making fine wines“

4.6 Superb120 Reviews
Ridge Vineyards Winery •
17100 Montebello Road, Cupertino

“Great experience with breathtaking views“

4.5 Superb131 Reviews
Fellom Ranch Vineyards Winery • $$
17075 Montebello Road, Cupertino
5 Superb2 Reviews
Naumann Vineyards Wineries •
16505 Montebello Road, Cupertino

“Naumann Vineyards is a small, family-run winery tucked into the Santa Cruz Mountains above Cupertino. The setting is peaceful and intimate, with beautiful panoramic views looking out over Silicon Valley. It feels much more personal than visiting a large commercial winery.

The wines are made in small batches from grapes grown in the Santa Cruz Mountains. Their Merlot and Tre Rosso Cali are especially interesting choices, and the tasting experience is relaxed and gives you a chance to learn more about the wines and the vineyard itself.

One thing to know before visiting is that Naumann Vineyards is only open to the public a few days each year, although special visits can sometimes be arranged by appointment. That limited schedule makes it feel more like discovering a private boutique winery than stopping at a regular tasting room.

A nice hidden gem for anyone who enjoys small-production wines, mountain scenery, and a quieter wine-tasting experience close to the South Bay.“

3.6 Good10 Reviews
J. Lohr Vineyards & Wines Wineries • $$
1000 Lenzen Avenue, San Jose - 6.6 miles

“The wines and staff are terrific!“

4.9 Superb96 Reviews
Saison Winery Tasting Room Winery • $$
346 North Santa Cruz Avenue, Los Gatos - 7.11 miles

“Such a hidden gem tasting room in Los Gatos! Every sip of wine was perfect , from the rosé to the port style dessert wine, that was just the right amount of sweetness, not overwhelming at all. Stories and photos of the winemakers other ventures definitely add to the experience.“

5 Superb12 Reviews
Gali Vineyards Winery • $$
21 West Main Street, Los Gatos - 7.52 miles

“Hi quality wine, smooth taste.Always want more Good Job guys 👍“

4.7 Superb39 Reviews
Perrucci Family Vineyard Winery •
15050 Kennedy Road, Los Gatos - 9.21 miles

“Great Cab💯 And everything else thing else is great also.“

4.8 Superb18 Reviews
Travieso Winery Winery •
165 Cristich Lane, Campbell - 5.6 miles

“small, super friendly, hole in the wall wine tasting and wine making, overall awesome“

5 Superb8 Reviews
Prolific Vines Vineyard Wineries • $$
165 Happy Acres Road, Los Gatos - 8.48 miles

“Best Cabernet in the Santa Cruz appellation“

5 Superb5 Reviews
Mount Eden Vineyards Wineries •
22020 Mount Eden Road, Saratoga - 4.78 miles

“Terrific tasting at Mount Eden, although the drive up to the tasting room is very difficult 😅

Love their cab!! Very bordeaux style and has good backbone structure. Not your typical big oaky high alcohol california cab

Also very unique to have cab, chard, and pinot grapes all come from the vineyards on mount eden!“

4.6 Superb20 Reviews
Roudon-Smith Winery Winery •
14572A Big Basin Way, Saratoga - 4.64 miles

“This is my second time visit. I like to support small local businesses. I like their wine tasting selection. I met the Owner at Los Altos fresh market. And the staff Sandra is really nice one to make new connections. Small and locally owner.“

4.6 Superb12 Reviews
charles usher wines Wineries • $$
24110 Deer Path Road, Saratoga - 5.87 miles

“Our group had an awesome experience at their 2-hr wine tasting! The couple running the winery was friendly and knowledgeable as they took us through the wine making process. The wine and food pairings were excellent and my favorite was the Seven is Heaven Cabernet Sauvignon. Highly recommend checking this place out.“

5 Superb1 Reviews
House Family Vineyards Wineries • $$
13336 Old Oak Way, Saratoga - 3.48 miles

“House Family is awesome. Great wines, I particularly love their estate wines. Stephanie and her team are just the best. What a place to chill, and the wine club benefits are 👌🏻. Do yourself a favor and become a member at House Family. Easy to get to, hard to leave. And yes the views are awesome.“

4.4 Superb79 Reviews
Mountain Winery Chateau Building Wineries •
14831 Pierce Road, Saratoga - 4.67 miles

“Mountain Winery is a delightful event venue - the layout, the amphitheater, and the helpful staff - but it has some drawbacks. Access and egress before and after an event are atrocious. The fabulous views are only possible because of the narrow, winding road that takes you to the top. When you eventually arrive the parking is costly. When you leave you find yourself stuck, barely moving, in a solid lane of traffic. Unfortunately, there is no way round this. Best to arrive 2 hours before the event and leave one hour afterwards. Seriously.“

4.3 Superb23 Reviews
Testarossa Winery Wineries • $$
300 College Avenue, Los Gatos - 8.06 miles

“Stopped for a tasting in the tasting room. It was easy to book a reservation online.
Upon arriving, We were greeted by name by Diane. She was very welcoming and got us started on the tasting. We did one of each of the tastings to try the variety. There were good wines on both selections.
Having been to Napa/Sonoma I'm familiar with the wine club pitch. It did come a bit early and listened to a lot of 'upsells' to others that had stopped in to get their wine club order.
As someone in sales/commercial roles, I can appreciate the hustle and recognize that Diane is very good at her role.
That said, we ordered a bottle to enjoy on the patio and took some with us for the wine suitcase to bring home.
The stone buildings are pretty remarkable and the patio provides a lot of room to enjoy the venue.“

4.4 Superb168 Reviews
Savannah-Chanelle Vineyards Wineries • $$
23600 Congress Springs Road, Saratoga - 5.81 miles

“Small batch, family-owned winery with old vine Zinfandel that is spectacular. All their wines are excellent!“

4.3 Superb70 Reviews
Cooper-Garrod Vineyards at Garrod Farms Winery • $$
22645 Garrod Road, Saratoga - 3.55 miles

“Great people, excellent wine, absolutely a wonderful place to visit“

4.2 Good66 Reviews
20

MADSEN

MADSEN Wineries •
351 Main Street, Los Altos - 6.12 miles

“I love visiting Madsen Galleries when Amy is hosting an event. The art she represents is always colorful, fun, and full of life. There’s always something that catches my eye. You can also pick up a bottle of their private wine label Byington Wine. We especially love the Pinot Noir!“

5 Superb3 Reviews
107 Bistro & Wine Bar Bar • $$$
300 College Avenue, Los Gatos - 8.05 miles

“We’ve been to this places twice for wine tasting in the past but the bistro didn’t open at that time. So we went on Sunday for special Mother’s Day brunch and give it a try. My sister is their member so we can order five different entries from their set menu. We had Shakshuka , Benedict eggs, avocado and salmon with bread , duck fried rice and special charcuterie.
The taste of all dishes are amazing. The duck meat is very well seasoned so it is not gamey at all .Shakshuka tastes like the one we had in Jerusalem.
Nice and friendly service. We can’t wait to come back again for their regular meal.“

3.9 Good17 Reviews
The Mountain Winery Wineries • $$$
14831 Pierce Road, Saratoga - 4.7 miles

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4 Good303 Reviews
Casa de Sweets Bakery • $$
9830 Pacheco Pass Highway, Hollister - 9.71 miles

“We love John and Christy at the wine and deli there energy was so positive and friendly and the sandwich was perfect.“

3.8 Good81 Reviews

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