I had such a great experience with 20twenty Cheese Bar, both because of the atmosphere and the incredible kindness of the staff. First, the food, wine, and music were excellent. It's such a cozy spot to hang out, and the vibe was perfect for a relaxed evening. The meatballs were especially delicious -- definitely recommend ordering them. What really stood out, though, was the service after my visit. I accidentally left my backpack there on Saturday and didn't realize until later. Even though they're closed on Sundays and Mondays, Tina went above and beyond to help me get it back. She responded to my email on Sunday and coordinated everything so I could retrieve my belongings. That level of care and responsiveness is rare and meant so much to me. I'm incredibly grateful and will absolutely be back. Great food, great wine, great music, and truly wonderful people. read more

I stopped by with a few of my girlfriends around 5:30-6:00 PM. Unfortunately, our experience started off very poorly. The gentleman serving us, who was wearing a black Mexico jersey, took our table but then disappeared for an extended period of time and never checked back on us. He seemed disoriented and appeared to be under the influence of alcohol. His behavior and demeanor made us uncomfortable and left us feeling neglected as customers. After waiting quite a while, I had to get up and ask another employee for assistance. I believe her name was Michelle. She was incredibly sweet, attentive, and helpful, and she did her best to turn the experience around. Her customer service was excellent and was the only positive part of our visit. That said, the service at the beginning was completely unacceptable. Management should address situations like this, as customers should not have to wonder whether employees are drinking while on the job. read more

We really liked this restaurant -- the food and the wine were excellent and the overall ambiance was great. Unfortunately, the service left us a bit disappointed. When I asked to taste two wines before ordering, our server Anthony commented that we "should have ordered a flight." If that's the policy, that's completely fine, but the comment felt unnecessary -- it would have been better to simply explain the policy or politely decline. When the bill arrived, he had already selected a 20% tip on the payment device, which felt odd since tipping should be the customer's choice. When we adjusted it to 15%, he told us that he had been nice to us all night and that we had been rude to him, which was uncomfortable and surprising. It's a shame because the food and wine were genuinely great, but the service experience took away from an otherwise enjoyable evening. I would really want come to this place again but due to treatment we got I would definitely think twice. read more

OMG! Greeted by Luis and the joy began! Gracious ambiance, delicious food with a variety of flavors and an inviting ambiance. First visit but not the last! Thank you to Christina for the special acknowledgement. You are amazing! Would have taken a picture except the food was so good and we were hungry! Pretzel, meat balls, Brie! All so good. read more

First time here with 2 friends. Amazing experience! Luis was our man! Greeted, great wine selections and then prepared yummy food. Meatballs, Brie with maple drizzle, pretzels with mustard and this super wonderful capers salad. Thank you Luis!!!!! read more

20Twenty Restaurant & Bar - Wine Bars Near Me - San Jose, California

We have been here many times, however; we got a REAL TREAT on Valentines Day when our intention was to only go in for a pre-dinner drink. We arrived around 730pm and were greeted immediately. We sat at a table and were brought water quickly and our ordered drinks very quickly thereafter. (Glass of Bubbles and Old Fashioned) The VDay Menu looked so yummy! So we tried a few of the items despite the fact that we were still going to dinner... The flatbread, the burrata and strawberries. And the raviolis. The Sweatheart Procuitto Flatbread: flatbread with cream mozzarella and procuitto and topped with honey and arugula and strawberries. Super easy to eat and each bite is balanced with sweet & salty. Super YUM! The Burrata & Strawberry Starter: will start that this come with tiny toasts BUT they aren't needed in my opinion! Burrata, crushed toasted pistachios, mixed greens and a pesto. Every bite is balanced and delicious. Wish I could have had more pistachios BUT that's just a personal LOVE. Lastly the raviolis...Amore Raviolis: homemade heart shaped raviolis. They were even red in color for the occasion. The filling cheese, but thick and velvety at the same time. Then covered in a roasted red pepper sauce. The food is getting SO SO Good. Heard this Menu will be around for the rest of February! Go try it! read more

20Twenty Restaurant & Bar - Valentine's Drink Menu - Wine Bars Near Me - San Jose, California

See all

Great food especially pretzels and popcorn and a great drink both nonalcoholic and alcoholic selection but no nonalcoholic beer. Trivia on Tuesdays at 7 pm come early. Street parking or lot behind the building. read more

See all

Came here friday night around 8 pm.I asked bartender if she had wine on sweeter side she rudely replied "NO".Time to pay my tab she hands me a phone took me 20 seconds to decide on tip she rudely tells me "I need my phone back".Terrible customer service no knowledge of wine.Nice place but terrible bartender. read more

IMHO I came here specifically to have lunch now that Chef David, former chef/owner of Siena Bistro was sharing space with 20Twenty. Brilliant idea! My friend and I both ordered the Mozzarella French Dip sandwich which came with a Caesar salad, $22. It was the perfect portion for us both. Almost all the tables here are high tops with tall bar chairs, which was a tad challenging for this short girl! They were comfy though. The single shared bathroom is clean and modern. Service by Chef David and Eduardo was excellent as always! Yes, I'll be back again soon! read more

See all

The lady bar tender is kinda rude from the start we came in and sat at the bar. It was a nice place but one of the bar tender is rude and sarcastic. Don't explain well the mode of payment and it makes the customer look bad. read more

What happened? I've been coming here for years and recently with friends that are also OGs of this place. While the drinks are 5 stars the charcuterie boards have gone south. First the selection of cheeses the amount of cheeses with zero explanation of what we had in front of us as well as the board size. In the past the staff here were so welcoming and accommodating. They knew our names and our drinks before we sat down. You seem to have lost the neighborhood feel that you once owned so well. read more

Love this place after yoga. The staff are great and drinks and food is always good. Easy spot for a quick link up. read more

See all

Had such a fun time at this Willow Glen wine bar! Service was quick and the overall vibe was friendly and light. Great selection of wines at a variety of prices (glass and bottle) as well as a cocktail and beer list. There's something for everyone here! read more

20Twenty Restaurant & Bar - Valentine's cocktails - Wine Bars Near Me - San Jose, California

See all

Since new ownership I believe her name is Tina has turned this place upside down in a great way . The inside decor is beautiful , the music is perfect , the food is all amazing ! My favorite is the truffle popcorn ! I had an amazing charcuterie board and red velvet espresso martini for valentines ! By far my most favorite cocktail to date . The service provided was spot on . The server was very attentive and friendly. We will for sure be back read more

20Twenty Restaurant & Bar - Red velvet espresso martini - Wine Bars Near Me - San Jose, California

See all

Celebrating a family members 21st birthday. Amazing service, great drink suggestions and a beautiful Charcuterie board. We went early evening, so the crowd wasn't too bad. Our staff was so attentive, helpful and fun. Would definitely recommend and go again. read more

20Twenty Restaurant & Bar - Charcuterie board - Wine Bars Near Me - San Jose, California

See all

While i think the prices of happy hour could be better, I'm glad it's an option! The most popular items are on happy hour and I would argue the truffle popcorn is larger than before. The sangria and house wines were great, staff was kind and attentive, even though we were out front. I love 20twenty and will continue to support them read more

20Twenty Restaurant & Bar - Wine Bars Near Me - San Jose, California

Lovely and very cute place - the wine was good and so was the old fashioned . The service staff was excellent, very friendly and accommodating. A must visit. The crowd was great and had a gr8 vibe as well. Good find so we will come here more often. read more

The snacks are decent (although we could not get any on our last visit) and the have a variety of wines and beers, as well as plenty of non-alcoholic options, however, the reason I took a few stars away is due to the bartender being very rude. When we arrived, they informed us that last call had already happened (even though we got there an hour before closing). After explaining that both the website and door indicates they close later, the staff informed us that "well we can close when we want but they could offer us one drink only." It's a bummer because I live close to here and would have loved to feel comfortable about going there more often but after this last experience, I know of other wine bars that offer the same variety or drinks and snacks but have way better service. Places that have served me even when I've gone in 15 minutes before closing. read more

BE CAREFUL, WOMEN... I've visited this place a few times, and unfortunately, I've had repeated negative experiences with one of the staff members, a Hispanic man named Anthony. Despite the restaurant being nearly empty, he insisted I pack up my laptop and move my things, even though others were seated and working without issue. It feels like I'm being singled out, and I find his attitude unnecessarily rude and unwelcoming. If you're a woman looking for a quiet spot to work during the day while enjoying a glass of wine, I wouldn't recommend this place. (And I sat here for over an hour & it was still empty.. lol and yes I understand its a Friday)... what a waste of my money. read more

20Twenty Restaurant & Bar - Wine Bars Near Me - San Jose, California

Close permanently unfortunately but when they were open, it was the best cheese wine bar in town. We frequently visited. Service was quick and they even got outside seating in front and back of the establishment. read more

See all

Pros: the German pretzel bites are good. Cons: maybe because it was a Saturday at 5 but our waitress completely forgot about us. Someone else ended up coming over to get my second drink and our check. It took almost 30 minutes for a caprese salad to come out, which was literally just slices of cheese and tomato with some pistachio nuts thrown on the plate. It's also very loud inside so my mom and I were basically yelling at each other for two hours. read more

The espresso affair is SOOOO GOOD! If you like espresso martinis, this is IT!! Vibes are good and bathroom is clean. The star of the night was FELIX!! So helpful, kind, and fun. He was so fun and added to the vibes! Will definitely be back. read more

20Twenty Restaurant & Bar - The Espresso Affair - Wine Bars Near Me - San Jose, California

20Twenty Willow Glen--So happy to see David and Eduardo back together creating delicious lunch and libation options. Visit small-business Twenty20 on Lincoln Avenue in downtown Willow Glen to enjoy the variety of delicious fare! Thank you Councilmember Michael Mulcahy for supporting small business in WG & SJ! read more

See all

This is a pretty small but cute bar. I came on a Wednesday evening and it was about 80% full. The bartender was great and very attentive. We were told they don't do happy hour there anymore though. We ordered the espresso affair and a rose and a caprese salad. Everything was super delicious! The caprese salad was very fresh and flavorful. The rose was a good pour, and the espresso affair aka espresso martini was tasty. The bartender came by at good intervals to check on us and clear our table or get us more water or drinks. They had a good and wide selection of food there, I just wish they still had happy hour! read more

See all

First time at 20Twenty and it was an incredible experience. The food, the people, and the vibe were all great. I had the Caprese sandwich and the prosciutto flatbread, both delicious. Highly recommend! read more

20Twenty Restaurant & Bar - Prosciutto flatbread - Wine Bars Near Me - San Jose, California

See all

Disappointed by the food and service on the latest visit - Cheese selection felt too tame and boring. I'd like to see a greater offerings across different textures and more pungent styles - The accompaniments on the cheese/charcuterie platter was generous and had good variety. Would have liked more breads/crackers. The platter took 45 mins to get to the table. That's not acceptable for cold assembly - Texture on the flatbread wasn't great. The bread was dense and seemed like something you'd buy at the supermarket and re-toast - Popcorn with Gruyère was strange. The cheese was shredded, but cold and unmelted. It wasn't well incorporated into the dish, and made for a strange texture combo. Felt lazy for a $8.5 bag of popcorn - Service was a miss. We got helped by three different servers, took a long time to take our orders, food was slow to arrive, nobody checked in on filling waters read more

20Twenty Restaurant & Bar - Cute back patio - Wine Bars Near Me - San Jose, California

I took my son to 20Twenty recently. We got the mozzarella French dip panini w/ Caesar salad. I absolutely love this sandwich but am disappointed in it's size in comparison to how how much it costs. My son got another order to go as it wasn't quite enough to fill him up and he's not a big guy by any means. I would like the sandwich to be bigger or perhaps a little less expensive. read more

Went for a girls' night to watch the live music and enjoy the food. It's a wine and cheese bar so come prepared for lactose! Also just note the music is great but it's really loud so having conversations are quite difficult We also got the artichoke dip which came with chips. The dip was quite cream cheesy as expected which isn't my fav but friends liked it. We got the truffle grilled cheese and it was delicious, favorite of the night! It also came with some black pepper chips. We got the burrata which was delicious but they gave us like 8 thin baguette slivers when there is so much more cheese and delicious tomatoes, oil, and vinegar. The sauce was delicious so that was disappointing that the ratio of stuff to bread was so off and they charge you for more bread. We ordered more chips to eat the rest of the burrata but they brought the flavored ones which was weird since we had pointed to the burrata. I guess our fault for not correcting or mentioning it - we just decided oh well. read more

20Twenty Restaurant & Bar - dip - Wine Bars Near Me - San Jose, California

See all

The service here is always fantastic. The servers all know about the wines and offer samples to taste. If anything isn't great, they make it right! Today had the Pinot Noir with marcona almonds, pretzels and Gruyère popcorn. Perfect place for happy hours or catch up with friends. read more

DO NOT GO I sat down for 20 minutes with girlfriends hoping to enjoy some wine and cheese, but unfortunately, the service was unacceptable. Our waitress, whose name I believe was Lindsay not sure if that's actually her name but she has blonde hair, middle aged woman so rude she completely avoided our table. She greeted and served guests who arrived after us, and even when I tried to get her attention, she ignored me and walked right past. I couldn't help but feel singled out, and it left me questioning whether felt like it was complete racist discrimination, was at play. Regardless of the reason, no guest deserves to be treated this way. I absolutely do not recommend this establishment. read more

Fun place to gather with friends! We've met for our Book Club meetings a couple times on Wednesday nights when there is special on bottles of wine. We all love the Truffle Popcorn and usually get a charcuterie board as well. Service can be spotty (we had late comers that needed drinks, took awhile) but we'll probably be back. read more

Fun experience but I wouldn't recommend it first. My husband and I came on a Friday evening for date night. We walked in and stood there for a bit waiting for a staff member to tell us to choose a table or seat us themselves. Nobody greeted us so we sat ourselves, I think that's what we were supposed to do. We each ordered a drink and shared the 3 chefs choice cheese board. Drinks were good. The cheese board on the other hand was just okay. I was surprised that it came out so quickly and as I started eating I realized everything was very cold. It's clear that they prep entire trays in advance and store them in the fridge until someone orders. I would obviously expect the cheeses and meats to be refrigerated but the honey was hard, banana chips were stale, and dried fruits were also hard. The fact that everything was cold and prepped who knows how long ago just made it seem very minimal effort, and not worth over $40. The cheeses were really good and my husband enjoyed the salami. Pickled cucumbers were also nice and crunchy. Service was also not the greatest. She checked on the table next to us regularly and just ignored us until we asked for the check. Fun for a date but likely wouldn't return. There are nicer wine and cheese shops around. read more

20Twenty Restaurant & Bar - 3 chefs choice - Wine Bars Near Me - San Jose, California

See all

Oh my lord this place is excellent. Sometimes I drop in just to have their fabulous cranberry & goat cheese salad. There's so many beer and wine choices and the staff are all very very cool. And now I'm thinking that I need to stop by there tonight. read more

Went here Thursday night & I loved the wine recommendation from the server. 5 star service & delicious cheese board. We loved the cheddar cheese. Also, I had left my expensive prescription sunglasses behind & they kept them for me, huge relief lol. read more

20Twenty Restaurant & Bar - Cheese board - Wine Bars Near Me - San Jose, California

Love this place!! Wife and I had a blast!! The staff were super friendly and helpful. Great wine and food. Can't wait to get back. We had 2 hrs to kill because daughter was at a birthday party down the street at Petroglyph Ceramics. This was the perfect spot to relax. read more

See all

I came here for trivia with a friend over the holidays. We had such a fun time answering trivia questions and catching up over drinks. The trivia questions are a nice mix of pop culture, sports, and random knowledge. I would definitely come back here and bring more people next time to have a better and more balanced team. read more

It looks like the hours were just updated but we showed up close to closing on accident for this reason. It said they were open until 10 on yelp but it actually closes at 9. I can understand the frustration of staff and we got a less than friendly greeting. We decided to stay for our first and last drink for last call since it was a rare night of free babysitting. It was a warm day and our wine was almost hot. We said something and were treated like we were dumb and were offered ice. The ambiance feels generic and lacks personality. I'd rather go to Goodtime Bar downtown. Much better wine and vibe. I want to like this place since it is so close to us so it is a bummer. read more

I stopped in here a week ago with friends for a glass of wine and some small bites before dinner. The staff was really friendly and we received great service! There were only two ladies working and the place was packed but they were able to still manage the crowd and you weren't left feeling forgotten. The food was really good and you get a lot, so much that we didn't need dinner after having the charcuterie board they prepared and we also had the pretzel knots which were delicious with the mustard sauce. They have a good selection of wine and beer. We will definitely go back to sample the other items they have to offer. It's a cute place downtown Willow Glen!! read more

20Twenty Restaurant & Bar - Pretzel knots with beer cheese dip - Wine Bars Near Me - San Jose, California

See all

A good place for drinks with friendly service, but their menu is a bit off-putting. The selection is elevated nice bar food, but the pricing is comparable to cheesecake factory, for example, with much more modest portions (a caprese panini is $23!). And the small cheeseboard starts at $40 and goes up from there - so we always opt to head to The Table for craft drinks and food that matches the environment/service/price better (charcuterie board by comparison is $26) when we live so close to 20Twenty. Lamella Tavern as well has a menu that is better in value as well, while still offering craft drinks and quality wine and beer. Most folks seems to just get popcorn ($14) and german pretzels ($12/$22!), with larger groups willing to order more to nibble/split the bill. So nice place for some drinks, but I'd eat beforehand and just nibble here if you're used to eating while you drink. read more

Came here with a gf, high tops, big group seating, couple of smaller group seating to the left as you enter, near the bar. Lots of options, definitely a bit pricey for the charcuterie board but they did give a decent amount. Drinks were decent, plenty of choices to choose from. Parking is street or around the corner a block away. read more