Winston's Cafe

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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!!
Come Eat Good With Winston's Café!

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Reviews

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4.0201 reviews
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Clete S.
3/26/2025

This is my go to spot in Chesapeake. Every time I come to Virginia the food is amazing, the service is really good and the bloody Mary's are exceptional. The live entertainment is pretty good too.

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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...

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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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Nicole V.
4/6/2025

I'm not sure why this place has good reviews. We waited a while for our food. I watched it sit at the window ready. When it got to our table it was barely warm. The au jus for my dip was cold. I...

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Tracy T. S.
9/7/2024

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...

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