Winston's Cafe

It's Friday night and we wanted something different. I was looking for ideas on Yelp and this place popped up. I then went on Facebook and they have a specials board that they change daily for lunch and dinner, that impressed me that they consistently update. It is a very small "hallway " type restaurant, you seat yourself. We were lucky there were 2 tables available. In addition to the outdoor board specials they also have chalkboard specials. I decided to start with the special soup, polish sausage and potato. It had great flavor and was perfect on this cold night. My husband got hot wings and they came out naked, brought out by another staff member not our server. Our server came and checked on us and noticed they were not quite right and took them back to the kitchen to have them sauced. My husband loved that they were fall off the bone tender with a crispy outer crust. My husband judges restaurants by their Rubens, so that's what he got and he honestly thought they made it in house. It was so tender and had a nice char on the meat. I chose one of the outdoor board specials of the night which was a Greek chicken stuffed with feta and had a spinach, blistered cherry tomato sauce with rice and balsamic vinegar. It was absolutely delicious, the flavors paired really well together. We both had enough to take home for lunch for the next day.Our server was super nice and it seemed like she was the only one working so she was busy but still attentive.We want to go back and try some of their other specials and they make homemade desserts as well.I think you will be pleasantly surprised if you go and give this place a try. Let me know what you think.

My review is based on a to go order I stopped by Winston's Café and had to try their lumpia since I'd heard great things. Let me just say, the flavor was amazing! The crispy wrapper was perfectly fried, and the seasoning in the filling was spot on. My only issue? It could use more meat. While the veggies and spices were tasty, I found myself wishing for a heartier bite. Still, it's definitely worth trying--just know it's lighter on the protein.The wings here are a total win! The barbecue sauce is next-level delicious. It's the perfect combo of sweet, tangy, and smoky, and it coats the wings perfectly without being overwhelming. I was practically licking my fingers after each bite. Seriously, I'd buy that sauce by the bottle if I could.Now, let's talk about the chicken tenders--wow! These are some of the best I've had in a while. They're crispy on the outside, juicy on the inside, and seasoned just right. Pair them with that killer barbecue sauce, and you've got a match made in heaven. Whether you're grabbing a quick bite or a full meal, you have to order these. The tenders are covered in barbecue sauce. The Cubano sandwich at Winston's Café is an absolute standout. The layers of tender, juicy pork and ham are perfectly complemented by melted cheese, tangy pickles, and just the right amount of mustard. The bread is toasted to perfection, giving it a satisfying crunch with every bite. It's hearty, flavorful, and everything you'd want in a Cubano. This is definitely a must-try if you're a sandwich lover!Winston's Café is definitely worth a visit if you're craving great food!

Love this local spot for me. I'm about 5 minutes away. I'd been before, but it was during the day. Great place then, not really anything special. This visit however, maybe because I was craving a great burger (theirs is 1/2 pound!) I stopped in. Glad I did.Had a cheese burger, with all the accoutrements; lettuce, tomato, onions, cooked medium rare. I could tell by the meat juices on the plate, that it was cooked perfectly, before I bit into it. I was right. Delicious. I had it with their homemade coleslaw. Excellent!!For an appetizer, I had the seared Tuna bites, cooked rare. This too, was perfect. Their sweet tea and lemonade is also very good. Host/server was very hospitable and accommodating. Not overbearing, but attentive. Even the chef was hospitable, asking if the temperature was correct. "Yes Chef, it was." Decor is basic. Nothing outstanding. Nothing exceptional. I'll definitely be back.

Winston's is a solid pub/ restaurant in Chesapeake. It has been in the same location right next to Ruby Tuesday's for over 30 years, so they have to be doing something right.I have been here about three times so far, and the service has been stellar. From my first visit I felt welcome and when I am in the area, I plan to be a regular. Mike and Codie were my servers. Codie is a gal and if full of personality in a good way.My favorite item so far is the mother of all meatballs. It was so good I wanted to lick the plate. It was hitting just right for me.They have a full bar and craft beer on tap. There are TVs and a juke box. I am told that when the weather gets cooler they will start having live music again.

Winston's was fine. I had the chicken sandwich and it was delicious. However, everything else we had was just ok. Nothing stellar and nothing we will return for. We also had wings, ribs, and mozzarella sticks. They had decent happy hour specials (until 6) and our server was friendly, however there were some small issues with food coming out like it should (our mozzarella sticks were sent to the wrong table so we didn't get them until after we had our meal). The ambiance was very casual and nothing impressive, though that doesn't matter much for me. It wasn't a bad meal or experience, but not a place we'll go back to.

This place is a solid "meh" for me. While my son raved about the crabcake burger, it's pretty hard to screw that up. I had the off-menu special eggplant parmigiana. Having spent 5 years living Italy, I jump at opportunities to jump on a menu item such as this, to bring me back to Italy. I was dead wrong, very salty, couldn't even taste the eggplant, the cheeses were over powering and not very high quality. Sadly, it was a disappointment for me.Nonetheless, the service was pleasant and checked in frequently. With that, it puts them at a solid 3+ stars in my book.Winston's is worth a look, perhaps stick to the on-menu items if you try it.The place just seems like more of a pub/sports/dive bar than a restaurant or cafe. Not my scene usually...

Fantastic. The lumpia appetizer was perfectly fried with tasty chili sauce. We got the crab and seafood Alfredo and the Friday surf and turf special, 2 beers, and a tea. The total was $78 before tip. Surf and turf was 8 very fresh shrimp and an 8 Oz ribeye, with mash potatoes and sautéed green beans. The pasta was a huge portion with crab and plenty of shrimp in each bite with a large hunk of garlic bread. Things were fresh, large portions, well seasoned. Our server Jenny was very attentive, and Mikey too. Don't let the dive atmosphere throw you off. We came over from across the tunnel from Newport News to do some holiday shopping nearby, and we are always looking for delicious local spots to check out. We will be back!

Perfect little spot!! The food, the ambiance and the service were all just awesome!! Live music by Chris Morrow, rocked the house! I started with the potato soup, now, when I say that this is the best potato soup that I have ever had, I am a veteran of hundred of bowls from dozens of place! The soup alone was worth going!! Following the soup I had the biggest and one of the tastiest club sandwiches that I have ever been served! And the fries were also top notch, crispy, not greasy at all, beautiful!! Ask about the desserts, we had the peach cobbler with ice cream, it was hot and with the cold ice cream just spectacular!!! Tara was super friendly and efficient, and saw to it that we had everything that we needed, so nice! You have to go here!! If you can go on a night when Chris is playing you'll thank me even more!! I will be back again and again.

Really tasty especially the crab dip and Winston burger ! Owner was also nice he crack on us before leaving

Great service great food! Waitresses was awesome. Great bloody Mary's . Reuben was great!