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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 weeks ago

    Oscar's Winner's Circle Photos

    OSCAR'S WINNER'S CIRCLE ATMOSPHERE

    What's the vibe?
    Casual
    Moderate noise
    Dogs allowed
    Outdoor seating

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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!

    Wings (regular buffalo, but they also have a mole flavor!)
    Jade W.

    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!

    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.

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

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    4 months ago

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    5 months ago

    Horrible service. Rude server never acknowledged us coming in. Food was ok . Pretty dirty tables and chairs. Bathroom was filthy.

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    11 months ago

    Great hamburgers . Great experience great environment. Good prices!!! They have dine in or order out. Hamburgers are to die for

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    Zebb's Family Restaurant

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    Deana is the most awesome server ever! When our group of 12 entered Zebb's on a recent Friday after…read more9 p.m., Deana had just ended her shift. Upon seeing our group and without batting an eye, she quickly clocked back in just to serve us. Throughout, she was incredibly kind, patient, accommodating, generous, and efficient. Zebb's menu is extensive, the food delicious, and everyone enjoyed their meals. Having spent a very difficult day at Saint Luke's Medical Center with a critically ill family member, we couldn't have asked for a more compassionate server or a better restaurant to end the day.

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    Photos
    Snuck in for the last order at 9:20. The late night diner didn't make it out of the great Pandemic.
    Snuck in for the last order at 9:20. The late night diner didn't make it out of the great Pandemic.
    Cream of broccoli soup
    Cream of broccoli soup
    The moist lightly breaded fried chicken

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    The moist lightly breaded fried chicken
    Story Hill BKC

    Story Hill BKC

    4.6
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    2.0 mi
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    I've been here before, but I don't know that I've ever ordered as well. The special was a giant…read moreburger that my new friends at the bar were splitting, but most of the menu is set up more family style - divided by plate size. The waitstaff will walk you through how that works your first time. We started with some of the taste & share plates - showing off WI cheese to the out of towners - and then a few people shared some gnocchi and beef tartare while a couple people got burgers. We had maybe 4 bites leftover, and no room for dessert, it was a personal victory. I'm sad I didn't get photos because I love the feel of each unique area that's here. The restaurant is bigger than you think because it's subdivided into smaller rooms. We had a group of 7 for a work event (which meant I kept my phone put away) and were in a cozy little nook in the back by ourselves, I'd never even noticed this little spot. What a fantastic time we had!

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    Liquor store area with seating
    Liquor store area with seating
    Amazing cinnamon roll!
    Amazing cinnamon roll!
    Indoor space

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    Indoor space
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    4.1
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    What a great find!…read more We're in town from Illinois for a baseball tournament and stopped by Oak Creek Diner for breakfast. From the moment we walked in, we knew we'd found a local favorite. The counter service was a great bonus and gave the place that classic diner feel. Everything we ordered was fantastic. The corned beef hash was some of the best we've had, the Western omelette was loaded with fresh ingredients, and the meat lovers skillet was hearty, packed with bacon, sausage, ham, and plenty of flavor. Every plate came out hot, the portions were generous, and everything was cooked just right. Friendly service, great food, and a classic diner atmosphere. If you're in the Oak Creek area, whether you're a local or just passing through like we were, this place is absolutely worth the stop. We'll definitely be back the next time we're in town!

    After my last breakfast experience of $22+ for a chili cheese omelette for one person from a dive…read morerestaurant I came here for breakfast for two people which was $30 with one coffee at a nicer diner. This is a solid breakfast spot and every table was in service towards the end of our meals. We had a chili cheese omelette and the country fried steak breakfast. I had the country fried steak this time but I did have the chili cheese omelette on my last visit and I didn't snap any pictures because a customer had a medical emergency and an ambulance and fire truck came to the restaurant but I remember liking it. The decor is nothing fancy but it's not a dive with over priced omelets like my breakfast experience, look at my last review. The country fried steak was noticeably bigger than most places around town except for NA cafe which is a real country steak and I just expected a frozen restaurant supply quality. It was golden brown with that commercial sausage gravy which is the norm for 99% of breakfast restaurants around town so I'm not going to knock them on that because I'm a country fried steak guy all my life. The sunny side up eggs were cooked perfectly. The extra crispy hash browns were cooked perfectly and the sourdough toast was better than the average restaurant where you couldn't tell if it was white or sourdough with that chew. Overall it's a solid breakfast spot with all my visits and at $13 it's $9 cheaper than my last breakfast experience at a dive restaurant and hits the spot.

    Photos
    Regulars at the bar
    Regulars at the bar
    1/2 BISCUITS AND GRAVY & EGGS
    1/2 BISCUITS AND GRAVY & EGGS
    HAM, BISCUITS & GRAVY & EGGS

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    Odd Duck

    Odd Duck

    4.5
    (1.1k reviews)
    2.6 mi
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    Bar service!
    Bar service!
    Charred Broccolini $17
    Charred Broccolini $17
    Chili crisp deviled eggs $6

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    Chili crisp deviled eggs $6
    Swingin' Door Exchange

    Swingin' Door Exchange

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    (1.2k reviews)
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    The Swingin' Door Exchange is one of the unassuming places I frequently tell people to get to and…read moretry because the food is some of the best in the Milwaukee area! Consistently busy over the years and for good reason. I've been here a few times and I've never been disappointed with the service or the food. It's a dark, cozy little restaurant bar but with so much character and history. Service is friendly and efficient. I love that the food I've ordered here has always exceeded my expectations with the seasonings and quality of ingredients used. Reasonably priced too! If you don't have a reservation, you may end up waiting for a table in the back area at a high top but it's a great opportunity to enjoy one of their great drinks in the meantime!

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    Photos
    Hometown old school bar and restaurant. Has a Cheers feel to it
    Hometown old school bar and restaurant. Has a Cheers feel to it
    Ahi Tuna Steak
    Ahi Tuna Steak
    Historic Mackie Building, once the site of the Grain Exchange. Swingin Door is bottom right

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    Historic Mackie Building, once the site of the Grain Exchange. Swingin Door is bottom right

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

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