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Winston's Cafe

1412 Greenbrier Pkwy Ste 133, Chesapeake, VA 23320-2834
+1 757-420-1751
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  • Excellent56%
  • Very good23%
  • Average14%
  • Poor4%
  • Terrible3%
Travellers talk about
“french dip” (5 reviews)
“prime rib” (6 reviews)
“ahi tuna” (2 reviews)
Closed Now
All hours
American, Bar
$$ - $$$
1412 Greenbrier Pkwy Ste 133, Chesapeake, VA 23320-2834
All Details
Write a ReviewReviews (63)
Traveller rating
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21 - 30 of 63 reviews

Reviewed 22 December 2015

This is my favorite low key spot to go chill and eat. They have live music some nights and the food is normally really good. The dips come out way too hot so be careful, but enjoy.

Thank Daniel s
Reviewed 18 December 2015

First of all, I've been going to Winston's for at least 20+ years. Been a few different owners the last few years but the food has stayed consistently excellent. That being said, while I love the food (the French Dip for lunch is awesome), the...More

Thank Phrankenstrat
Reviewed 15 November 2015

I sampled the Friend Dip. It was excellent. Medium pink meant with bread that was perfectly crusty. Just the right package. My burger was juicy, the bacon was crispy the bum was crusty. What more could you ask? It was a great meal!

Thank StayCationNC
Reviewed 24 July 2015

The last time I visited Winston's was around November 2014. I had already given up on the place, as with numerous past visits, the service was beyond mediocre. I decided to give the place an additional try, after having given the place numerous chances over...More

Thank ScottTravelsTheWorld
Reviewed 30 March 2015

We arrived after 9 pm and ordered entrees. Chicken salad was outstanding! This is a bar but was not loud or too crowded. Service was good.

Thank agapeMom
Reviewed 15 March 2015 via mobile

A small restaurant bar with very pleasant service and decent food. Live music on weekends. Not the newest or cleanest, but a pleasant place.

Thank Rusty B
Reviewed 25 February 2015

Found this place as I was driving by and went in for dinner. At first things seemed to be going good. Once I ordered a Coke to drink my Server seemed to chance her attitude since I wasn't drinking. It took me a while to...More

1  Thank Douglas M
Reviewed 9 February 2015

I have said before that this is a great burger. It is IF it's properly cooked which this time it was not. However the french dip sandwich I shared was a delicious mix of rare roast beef and the crunch of the bread that was...More

Thank StayCationNC
Reviewed 9 February 2015

My husband loves their burgers. I am crazy about their salads! The food is tasty and the service is great! Check into the International Dining Club for BOGO deals from this restaurant and many others. Great value!!

Thank MargaretR8
Reviewed 28 December 2014

Great happy hour and burger special on mondays for $5 Hell yeah! Great local spot to get turnt up! Come and see for yourself.

Thank vajoefisher
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Restaurant Details

Rating summary
  • Food
  • Value
Average prices
American, Bar
Lunch, Dinner, After-hours, Drinks
Restaurant features
Takeout, Seating, Waitstaff, Television, Wheelchair Accessible, Serves Alcohol
Good for
Bar Scene, Kids, Child-friendly
Open Hours
9:00 AM - 2:00 AM
11:00 AM - 2:00 AM
11:00 AM - 2:00 AM
11:00 AM - 2:00 AM
11:00 AM - 2:00 AM
11:00 AM - 2:00 AM
11:00 AM - 2:00 AM
Location and Contact Information
  • Address: 1412 Greenbrier Pkwy Ste 133, Chesapeake, VA 23320-2834
  • Location: United States  >  Virginia (VA)  >  Chesapeake
  • Phone Number: +1 757-420-1751
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