Oscar’s Winner’s Circle

Reviews

• Jade W.

  star star star star star 4 June 2026

  Oscar's is quickly becoming one of my favorite restaurants in Milwaukee.
  
  First of all, I've had incredible attentive service both times I've been there. Both times it was very busy. This last time I came with a group of 6 during a bucks playoff game and they needed to move two tables together to accommodate us which they did very quickly (and without huffing and puffing about it).
  
  I LOVE their beer selection. They have a ton of taps and lots of great beer specials- I believe it's Wednesday nights that all beer taps are only $2! I had a wonderful coconut Porter for $2!!!
  
  Their food: they have your bar staples, then they have some wonderful Mexican food dishes delightfully mixed in (carne asada fries I'm talking to you). Their wings are in my top 5 in Milwaukee (along with Ricardo's in Greendale, Jonny Hammers in West Allis, and Dino's in riverwest).
  
  This is a great spot to grab a drink (and come on get the wings) with a friend, go watch a game, and just hang out. Great vibes, great food and drink, and great service, you can't go wrong!

• Sarah I.

  star star star star star_border 27 May 2026

  What a great spot to grab a delicious burger! Stopped here after work on a Thursday night with some coworkers. It was a gorgeous evening so we sat on their outdoor deck. Super cute inside, great bar space and seating with an awesome outdoor space! I've been to Oscar's original location so I'm familiar with their fantastic burgers!
  
  Service was great we had a wonderful waitress. We started off with the golden nuggets which were very good. I decided on a bánh mì burger which was fantastic and some of my friends got a cheeseburger and the Carne Asada fries. They offer a great cocktail list along with many craft beer options. Many of us got the blueberry lemonade which was fantastic and refreshing.
  
  Overall, it was a great experience and we will definitely be back again. If you enjoy a really fantastic burger than this is the place for you!

• Valarie O.

  star star star star star 24 May 2026

  Amazing burgers! Why was this my first time here? I'm so mad that I've deprived my tastebuds from so much joy.
  
  I had the burger that I saw over and over in many of the reviews . . The Winner's Burger. It was amazing with toppings that I would not have tried together in the past, but I'm so glad that I did. And now let's talk about the fries.  . . oh the fries were equally amazing.
  
  We also had wings that were seasoned well and tasty.
  
  There's real cooking going on in that kitchen!

• Jill S.

  star star star star star 21 May 2026

  Wow! What a great place for food. Had the best burger ever. The Big O! And my son had the fish fry, delicious as well.
  Would go there again for sure.
  Great service. Food came out super quick too!

• Erin Z.

  star star star star star 17 May 2026

  Big fan of Oscar's Winners Circle.
  
  I've been here numerous times since they opened and I've never regretted it.
  
  Great food at reasonable prices is a huge draw for me. The proximity to Miller Park is also a plus.
  
  The service here is wonderful. Everyone is very friendly and knowledgeable about the beers and food.
  
  They have a lot of beers on tap and the staff is happy to help you pick out one you'll like. Ask about specials. They do have a full bar with signature drinks along with your standards if beer is not your jam.
  
  On this visit I had the Thursday night taco special. Three tacos with choice of meat, steak or pork on this night. The tacos are accompanied by rice and beans. They have two types of sauces to add, green and red. The red sauce is spicy but taste great while the green is more mild and equally good. These were some tasty tacos. Full of meat, onions and cilantro on corn tortillas.
  
  And of course they serve their signature burgers. The menu is different from the original location but the burgers are just as delicious. The Gordo is my favorite. But they have other interesting offerings and you can also build your own. In addition to the burgers they offer sandwiches, salads and appetizers. The burgers and sandwiches also come with fries.
  
  Overall highly recommend checking out Oscar's Winner Circle. I can't wait to go back.