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    Oscar's Winner's Circle

    4.2 (113 reviews)
    InexpensiveBurgers, American, Mexican
    Open 11:00 am - 11:00 pm
    Updated 3 months ago

    Oscar's Winner's Circle Photos

    OSCAR'S WINNER'S CIRCLE ATMOSPHERE

    What's the vibe?
    Casual
    Moderate noise
    Outdoor seating
    Good for groups

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    Recommended Reviews - Oscar's Winner's Circle

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    Fries
    Alexander D.

    Let me preface this by saying I am a huge fan of Oscars other location. This one is a little smaller and a bit busier especially on Wednesdays where they have there $0.50 wings. Be prepared to get there early or sit at the bar as it is first come first served. I highly recommend as a no frills and good food place as you will get great wings and be careful as they can get pretty spicy. Enjoy with a nice mystery beer and watch some sports as a solid place to enjoy food and watch a game.

    Tikka masala wings, honey sriracha wings, sesame garlic wings, chipotle wings
    Calvin Y.

    Quick and fast service and a typical bar restaurant atmosphere. I would definitely do the sesame garlic and tikka masala wings again. Didnt really like the chipotle and honey sriracha flavors. Their tacos on Tuesdays are extremely good too!

    Gordo Burger
    Eric K.

    Oscar's Winner's Circle is everything "Pub & Grill" wish it could be. Delicious, juicy burgers, great/friendly staff. I usually get the Gordo Burger but the Winner's Burger is also good

    The bar
    Erin P.

    Such a good burger. Well seasoned, super juicy and cooked to temp, every single time.

    8 pork and 2 steak tacos. Single tortillas rather than the normal double.
    Josh K.

    Probably the best burger in town when considering all factors. Size, quality, cooked correctly and price all top notch!! But today we talk about taco Tuesday. Hands down one of my favorite pork tacos in Milwaukee (the steak ones are good too). The flavor is amazing on the pork, they are small but that's y I ordered 10 of them last time and for only a dollar each still a great deal! I opt for a single tortilla on mine though. Give it a try you shouldn't be disappointed!

    Michael W.

    Taco Tuesday! $1 steak or pork tacos. My friends, you can't beat this deal! They also have a $3 mystery beer (usually something crafty), along with an amazing variety of tap beers (20 or so) and an extensive menu. The burgers and wings are what they are known for and they don't disappoint! The menu prices make you feel like you're in a time warp back to 2002. Seriously affordable and quality food here! It's a great spot to hang out, crush some good beers and eat some tasty grub. It's a place where you'll see all types of people, and it's always full because people know the combo of good food at good prices is hard to find these days. A casual joint that serves some great beer and food and always draws a crowd anytime of the week.

    Build your own burger. I kept it simple: ghost pepper jack cheese, jalapeños, lettuce, tomato, and fried onions. So amazing.
    Jaime L.

    So, real talk, I've been avoiding this review because I am selfish and I don't want people to know about my fave burger spot!! But I must. This place deserves your business! Oscar's Winner's Circle is absolutely related to Oscar's Pub near Potowatami casino....I'm just especially excited about this one because it's closer to my house! The atmosphere has been pretty chill whenever I have been in. The bar has an impressive rotation of new craft beer all of the time. Each month they feature a local brewery too, which I think is awesome. The bartenders are laid back and, as long as it isn't busy, they are more than happy to give you small samples of beer or offer you advice about the beer so you can be sure to pick a beverage you'll like. They also do a $2 "mystery" shot. IT's in a brown bag behind the bar, which is pretty fun. I got myself and my friend a mystery shot, (because, why not?) and it ended up being Limousine Rye - a fairly expensive bottle of Rye Whiskey! I asked if it was always a top tier alcohol and he said no! Apparently they just pick something exciting and fun. Who knows, maybe you'll end up with an espcially tasty $2 mystery shot....only one way to find out! The food is hot and fresh. The fries are thick cut and seasoned - none of that shoestring stuff. But it's the burgers that I keep coming back for: Juicy, thick beef patties perfectly seasoned and with generous toppings either currated on the menu or you can choose to build you own. I have built my own burger before (see picture), but I have had several of their own burgers and every time they have been wonderful. They also do a great job changing up the menu from time to time, so it doesn't feel stale if you come in often. Two thumbs way up for Oscar's Winner Circle. Great food, chill ambiance, and impressive beer selection. Get yo'self a burger!

    MKE Burger
    Kari B.

    It's been a couple of months since I've gone out to eat anywhere due to Covid and having a newborn at home. I was tired of cooking and was craving a good burger. We knew we would get that at Oscars, but have never been to their Winner's Circle location. We decided to go on what we thought was off hours forgetting there was a Packers game on. This location is smaller than the original space, but they did a great job of keeping the tables spaced out, limiting the seats at the bar and customers were respectful and wearing masks even at their tables. I should have looked at their menu before we went as they did not have my favorite, the Big O burger on the menu, so I opted for the MKE burger. The burger satisfied my burger craving and I ate myself full of their delicious fries too! Service was a bit slow and it took awhile to get our food, but it was off hours and they were busy due to the game. Oscars is definitely one of our favorite places to go when craving a burger.

    Outstanding food and great service - really enjoyed the character and charm of a local neighborhood tavern. Clean and well run and upper level tavern food. Roll Tide!

    Not what I ordered, Bahn mi burger inside look.
    Steven T.

    I have been to the new Oscars spot a few times now and added them to the small work lunches that I put together and they are always a big hit so I did an impromptu one today. They have always been pretty good with my orders and doneness of the meat being the only problem but it's take out so food keeps cooking in the containers until we eat it so I'm not critical of that. Today Francisco took my order and it was ready on time which I appreciate and back to work I went. As I opened the bags and handed out the appropriate lunches to the fellas and I was left with a burger that I didn't order, the Bahn mi and everyone's order was handed out. SHIT my winner burger was fu%ked up and I received the wrong burger. I called Francisco back and asked if he remembered my lunch order with only one winner burger in it and he says yes so I ask him how did I get a Bahn mi burger, right away he apologized and said that he messed that up and he would replace my order for free when I return. I returned after work and he immediately recognizes me and walked over to me to apologize and to get my correct order going, so I have beer while waiting for my burger which was cold and good. I have got to say that Francisco did a great job at correcting the mistake and making it right because usually places question if you ordered correct. I love the Bahn mi sandwich but it didn't translate well in burger form for me and the winner burger was more more to my liking, I have pictures of both to look at.

    Amazing mix of Bloody Mary!
    Katie R.

    Very good service and fun atmosphere! Food was phenomenal! I wish I lived closer so I could eat there more often!

    Winner's Burger with Fries, a beer, and a Shot of Whiskey.

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    7 years ago

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    4 years ago

    Consistently good food, friendly staff and reasonable prices. This one is a family favorite!

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    5 years ago

    great place ! we ordered the mke burger and it was amazing. It is a great place for a 3-4 person family. The fries are fantastic by the way.

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    8 years ago

    Oscar killed it again. Great burgers, good deals, and stellar taps. Can't wait to come here again!! Love you guys;)

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    7 years ago

    First time here and we'll be back! Great burgers and draft beer selection. The burgers are unique, try the Gordo. It is DELICIOUS

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    6 years ago

    great place to go and have a beer and burger, clean and staff is friendly. 4 visits so far and always look forward to next.

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    8 years ago

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    8 years ago

    Mixed drinks-avoid, weak. Burgers were good, nachos good, wings good, Asian Chicken Salad-avoid

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    Page 3 of 3

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    Café Corazón

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    Great place, take a seat and the waitress will bring you a menu, order some meat and horchata, and…read morethen eat some delicious tacos.

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    Oscar's Winner's Circle - burgers - Updated May 2026

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