Sir Winston Wine Loft & Restaurant

Delicious brunch & great cocktails!

Please update your menu online with seasonal selections. I understand Covid is increasing difficulty with keeping certain items in stock, but given the Impossible Burger was not available, a few of my plant-based friends were limited with options.

My wife and I went there for dinner for the first time. The food was okay, the service was okay. We probably won’t go back, but it was nice to try a new place for dinner.

Server was excellent. The drink menu had interesting choices. Cheerwine ribs were incredible - very little fat.

Went there for Sunday brunch. My husband ordered the Bloody Mary and I ordered the Summertime-a gin/ Prosecco cocktail-both were great. For brunch we both ordered the brisket Benedict. Very tasty, brisket was ample. As much as we both really enjoyed our selection, it would’ve been good to see another Benedict option with flank steak perhaps...just in case you weren’t in the mood for smoked brisket. The pimento grits, we shared as they were ordered separately. They were delicious. Nice leisure lunch. I’d come back.

Was OK

Half the group finished their meals before everyone was served. That is not a very good way to execute

Staff was very nice!

One food item had to be sent back, as it was not well cooked. Got a replacement very quickly

A little “cold” feeling in the room. Very little ambience. Not much character in the room. No idea how to address that

Very nice place and food was outstanding. Would prefer a little more intimate dining area but would come back now that I know what to expect.

We made a reservation for our dinner date at 7:30 & were sat at the bar. Beautiful space but the music is so loud we felt we were at a club not a bar/restaurant. The music made it difficult to have a conversation. A large party was upstairs and it seemed that the music was catered towards them rather than serving the entire restaurant. We ordered drinks and placed our order by 8pm. We finally had to ask the bartender at 8:30 where our food was and it still took another 7 minutes for it to arrive which we turned down as we had waited long enough and felt that no one was concerned with making it right. I spoke to both the maitre d and the GM who neither could explain a 30min cook time for our food when the majority of the restaurant was drinking and not ordering food. It was incredibly disappointing and frustrating.
It seems that the restaurant is having an identity crisis. They decor and atmosphere sets the tone for a 1960’s lounge yet the club music takes away from that. It has the potential to be unique spot in Winston but it falls under the category of just another loud restaurant with poor service.

Music was louder which I actually quite enjoy. Often times with a more lively atmosphere, the service suffers. Happy to report this was not the case. The food was all unique but actually really good quality and delicious.

Jordan was awesome! The cauliflower appetizer disappeared in 2 minutes! Diego was so kind to open all of our doors to culminate the valet experience. Let’s do this again soon!

Ridiculously loud DJ - couldn’t converse
Overworked waitress - doing her best
Lame wine list, especially for a “wine loft”
Very disappointing

Friendly staff. Food was good .

We have been twice in the last week, and we would like to go again this weekend!

My family was visiting from out of town, and I wanted to take them some place new. We all loved it! This was the first place to ever take my temperature during COVID (at least in NC). Service was a little slow, and it took awhile for the food to come out, but it was with the wait!

Delicious dinner- we will be back for more drinks!

Great service! The food was pricey but very good!

Very nice place. A little pricey, but the the quality and level of food was well worth it. The waiter that we had went above and beyond with service and explaining everything. Can not wait to go back.

We loved the outdoor dining experience as a part of Winston-Salem’s downtown ‘Streatery’ initiative during COVID. The service was excellent and the menu had something for everyone in the party. Be sure to take in one of the specialty cocktails!

great atmosphere. creative chef with awesome dishes. highly recommend the brussel sprout tacos and moravian mule

Good food, great drinks, top notch service. Our server was phenomenal with knowledge of food and drink. Perfect price point, and great outdoor dining.

Even with a limited menu, the food was outstanding. Steak done perfectly, shrimp and grits not too spicy. Our server, Chris, was attentive but not overbearing. We had a wonderful and will be back again most definitely!

We were the only ones there on a Sunday morning. We sat outside. They were still making the menu when we got there at opening; it looked to be the exact same as any Sunday menu I found online, so not sure what that was about. The service was slow as expected, but not excruciatingly so. We order two of the done up bloody marrys, a coffee with cream, the savory grits, and the French toast - all devine. Came out to ~$70. It's a cool place although a tad expensive. We'd go back for a fancy date night or special occasion.

Love the food! Nice atmosphere

It was Father’s Day brunch, and every aspect was great. We had eaten there previously, and it was awesome again!!

The food was great, but I paid $32 for a steak meal that came on plastic plates and had to use plastic silverware. I am aware of phase 2 roll outs that include dining in but a heads up would have been nice on the website. Also asking guest to have their temperature taken and wear a mask to the bathroom upon arrival was just overwhelming if not made aware beforehand.

They did a great job, given the restrictions. And the food was really good! The steak tips with mushrooms and onions were our fave, and the brussels sprouts were the best we've ever had!

Messed up drink and dinner orders. Slow to bring drinks to the table.

Try waiting 2 hours for your dinner when the restaurant isn’t full at all. Never seen anything like it. We walked out before our food came because 2 hours is beyond exhausting.

Very comfortable seating with really interesting tables! Service was good but the best thing about this restaurant is the food! Just really good food ! Chef 👨‍🍳 is from DC area and is really good with tasty meals! Try it you will like it

Service was slow. Food was pretty good. Drinks were the best part. Our server was friendly. I appreciated that the chef came out to talk to me about allergen options and what he could do for me. Would go back.

Good food and service but the food could have been warmer.

The restaurant was not crowded but the food took an extremely long time to come out. There was also an awful smell in the restaurant. The soup we ordered was inedible but the rest of the food was good

Good food, although when we booked the reservation we had no indication that the menu would be limited for Valentine’s Day. Yet even with that, choices were adequate. Bar service is slow- on 3 occasions now- but seems more disorganized than excessively busy. Overall good vibe. Will likely try again.

First time there. Lovely restaurant. Food was delicious. At first the music, although really good dining music was really loud. I asked one of the staff to turn it down a notch and they were most accomodating. Definitely will go back.

We thoroughly enjoyed our Valentine's Day dinner at Sir Winston. The waiter was great. Food was amazing. The only downside to the night was they didn't offer their regular menu to go with the Valentine's day specials. We have been craving their NY strips, pork ribs and shrimp and grits all week. We are normally out of town for Valentine's so wasn't aware that there would be a change in menu and from see a few other teams get up and leave after seeing the menu I was expect their was others that wanted items off the normal menu

Very overpriced for what was served. Poor service : seemed to not care.

The food was excellent. They need to work on the service, but I would go back.

Valentine’s Day date. The menu was $150 per couple which was a shock, but we were able to purchase a la carte to cut costs down. It might be less costly during normal times. We were first seated in a dark area, and got some push back when we wanted to move to a lighter area, even though not all the tables were still not full, even when we left. Eventually, the manager agreed to move us. Our server was attentive.

While the food was decent, I feel as though it was overpriced compared to several other surrounding restaurants, with same great food if not better. I booked the reservation through OpenTable. I wasn't notified that they would be having a select menu nor that we couldn't get loft seating. I also advised that it was my husbands birthday on OpenTable and it was never addressed.

Very good dinner, loved the new restaurant, beautiful.