Oscar's Winner's Circle - Milwaukee

If you haven't visited either of Oscar's locations yet, do yourself a favor and go if you enjoy delicious burgers. They serve some of the best burgers in town, and the prices can't be beaten— they are half of what you'd find elsewhere! The service is consistently excellent, the value is impressive, and the beer is always cold. I also appreciate that there's a vegetarian option, the Impossible Burger, for the herbivores in the group! In these times of rising prices, your dedication to providing fantastic service and high-quality food at very reasonable prices is truly remarkable. I wish you continued success, and we'll definitely be back!

As for parking, being on the corner means there are plenty of street spots available.

We had an amazing fish fry that even came with a delightful mini chocolate éclair! There was a slight hiccup with the service, as our server forgot to place our order, but we would still love to return and give it another try. Food: 5/5

Overall was a meh experience. Ordered a winner’s basket which ended up only coming with just a few of the items that were listed on the menu and instead came with a ton of fries as filler (not on the menu). Ordered two winner burgers that were suppose to come with guacamole, we were told that they ran out but saw orders come out after ours with avocado.

I always crave a burger from Oscar’s whenever I’m in Milwaukee. Today I tried the Winner’s Burger and it did not disappoint. If you don’t like their specialty burgers you can build your own. And their fries- oh my gosh, SO good!