Sir Winston Wine Loft & Restaurant

I visited sir Winston on 08/15/2025. I was hesitant on visiting this restaurant due to prior reviews & comments on the service. However, I saw panna cotta on the menu & have not had any since I visited Denmark in May(it’s hard to find in NC). I decided that the octopus and panna cotta would be worth the possible poor service (I can always complain to a manager).

Needless to say, I’m glad I acted against my better judgment. It is clear to me that the management is committed to redeem themselves and improve their service. I was greeted by valet, the hostess, and the server. Moreover, our server was very friendly, knowledgeable about the menu, and extremely attentive(give her a raise and have her train future servers) . Our waters remained full and she always checked on us to see how we were doing.

A luxe touch that I really liked is the fruit tray the server brings around that includes lemon slices, strawberries, blood oranges, and blueberries to add to our water! This is a level of service that I did not expect to come across in Winston-Salem or really NC at all. Another nice touch I like is that the menu has a country flag next to each dish. For example the beef Wellington has a UK flag & the charred octopus has a Greek flag. I can appreciate such things.

Moving on to the most important part. The FOOD!! We ordered the calamari & octopus as appetizers. The octopus, although charred, was cooked perfectly. I believe that this dish could be elevated with a chimichurri sauce instead of the garbanzo bean salad. For an entree we did lasagna & the beef Wellington. My Wellington was a little raw. In order to avoid this I recommend ensuring that it fully rests and do not cut it down the middle. I understand the pressure of bringing out both entrees. However, this pressure can be curb by advising the server to properly advise guests that the Wellington can take 40-50 minutes. (All things considering -Everything was delicious)

The sous chef/manager cooked my Wellington a little longer to get it to the perfect medium. He was very friendly & understanding. I really didn’t make a big deal out of it, because I understand that these things can happen. I care more about rectifying the situation and proper service. The staff at sir Winston exceeded all expectations.

My panna cotta was amazing. It was served with peaches and strawberries, which is different and delicious(I’m used to just mixed berries). I ordered an espresso martini with house tequila instead of vodka. Arguably the best espresso martini I had- this side of the Mississippi.

Just based off the taste of the food & the service I received tonight- Sir Winston is easily one of Winston Salem’s best restaurants. I’m actually surprised that it’s not packed. I hope that more people give it a chance. I’ll be back with my fur baby !

Atmosphere: 5

Food: 5

Service: 5

Great service.

Service: 5

Nice atmosphere, smart staff, nice menu. Grilled sea bass filleted upon request or served whole, was delicious, served with roasted potatoes. Water is served no ice but a tray of condiments are graciously offered, including rosemary. The water taste like unfiltered tap that was not nice. The Caesar not special too much dressing with no sound of classic anchovies. Prawns were not deveined. Grilled octopus had no sign or flavor of a grill, the romesco was loose and flavorless, nice garnish with cukes, chickpeas and herbs. Wine flights were reasonable, and enjoyable. I would only drink here, maybe some of the appetizers other than shrimp are okay.🤷‍♀️

Atmosphere: 4

Food: 2

Service: 3

I had the Beef Wellington and my partner had the Carbonara. The Beef Wellington was excellent—perfectly cooked and full of flavor. The Carbonara was good, but not quite as memorable. The restaurant itself was very nice with a pleasant atmosphere, though the service was mediocre and could’ve been more attentive my diet coke stayed empty. Overall, a solid experience with room for improvement in the service.

Atmosphere: 4

Food: 5

Service: 2

I missed the menu from March 2023 🥲, they changed majority of the food items, but I tried it anyway. It wasn’t bad at all! I just wasn’t aware of the switch up until I got there. The workers are good. Sometimes, the host/hostess isn’t at the front so the times I visited we were just standing in the front looking lost. The waitresses are wonderful though!

Atmosphere: 5

Food: 4

Service: 4

My belly was happy

Atmosphere: 5

Food: 5

Service: 5

Awesome

Atmosphere: 5

Food: 5

Service: 5

Clearly catering to people traveling on expenses. $8 bread service. Not nice enough for a cost to bread service. Portion size was extremely small. Lasagna clearly did not have salt added when cooking the pasta. Piri Chicken was literally a half chicken from an oven smeared with a bland paste. Handling a half chicken covered in paste is not the idea of fine dining. It was clear why the place was empty.

Atmosphere: 4

Food: 2

Service: 4

Great place to stay! Classy and very clean.

The mimosas were good. You were able to make them yourself and add juice/fruit that you want. The food was slightly bland. I was expecting more especially for the prize. Service was good

We celebrated Mother’s Day with Brunch at the Sir Winston located in Hotel Indigo, Winston Salem. The food was delicious, prepared perfectly, the atmosphere was welcoming and the staff could not have been friendlier! We would highly recommend for an everyday lunch or dinner or a special day! We will be back!!

Food was good but they were not prepared to serve the food we ordered. They ran out of food and we had made reservations for Mother's Day Brunch

The restaurant food and service was very nice and accommodating. We had an enjoyable time and would recommend the setting to relax and dine in comfort.

Went to Mother's Day brunch and it was an underwhelming experience. Food on buffet was cold and choice of entrees was satisfactory at best. I would not recommend for Mothers Day again.

Had a 6pm reservation and had to wait about 5 minutes before the gentleman working the valet noticed and assisted. We were then escorted to the bar and told to wait there. Bartender was cool and after getting a drink, I had to ask about getting our table. She wasn’t aware and there was definitely a misunderstanding. We were then sat and ordered our dinner. Arancini was on point! Ordered the Carbonara and Beef Wellington. The Carbonara needed salt and not enough Parmesan. The Beef Wellington was cooked well and I thought there was too much liquid on the bottom. Besides that, our waitress was awesome and we had a great time. Probably wouldn’t return again.