Megan L.
10/19/2025
I do enjoy and recommend Winston's, but would like to also give a shout out to our waitress and cook working 10/18/25 around 11:30, and also a concern to one gentleman who showed up for work...
Winston's Cafe
$
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(206)
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1412 Greenbrier Pkwy Ste 133
Chesapeake, VA 23320
Winston’s Cafe is one of the original local businesses in now booming Greenbrier. We serve fresh, quality, made to order food, along with our highlighted daily lunch and dinner specials. Since 1990 Winston's Café has supported local, original and regional music acts. We also pride ourselves in a friendly atmosphere and are committed to providing excellent customer service. Come to Winston’s for your next casual dining experience!!
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Reviews
4.0206 reviews
Jared H.
10/11/2025
I stopped by Winstons on a Wednesday night for a quick bite to eat. If you are looking for a family run nice little whole in the wall place that has great food, friendly staff, and cool décor hop...
Nicole H.
10/6/2025
I had a delicious burger at Winston's Cafe. I ordered a mushroom Swiss burger with onion rings . It was so good, burger was juicy and perfect. Toppings were super fresh. The sauces that came with...
Kerry B.
8/4/2024
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...
Kristina H.
1/4/2025
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...
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