Cancel

    Open app

    Search

    Oscar's Winner's Circle

    4.2 (114 reviews)
    InexpensiveBurgers, American, Mexican
    Open 11:00 am - 11:00 pm
    Updated 1 month 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

    You might also consider

    More like Oscar's Winner's Circle

    Recommended Reviews - Oscar's Winner's Circle

    Your trust is our priority, so businesses can't pay to alter or remove their reviews. Learn more about reviews.
    Yelp app icon
    Browse more easily on the app
    Review Feed Illustration

    Reviews With Photos

    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.

    See all

    8 years ago

    Helpful 4
    Thanks 0
    Love this 4
    Oh no 0

    8 years ago

    Helpful 5
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 6
    Thanks 0
    Love this 9
    Oh no 0

    6 years ago

    Helpful 0
    Thanks 0
    Love this 2
    Oh no 0

    8 years ago

    Helpful 5
    Thanks 0
    Love this 3
    Oh no 0

    8 years ago

    Helpful 7
    Thanks 0
    Love this 7
    Oh no 0
    Photo of Rohan D.
    381
    3656
    10791

    7 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    7 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    4 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Tim H.
    13
    1
    0

    3 years ago

    Love OWC. The food is always great, the staff is friendly, the prices are tough to beat. Pretty much everything you want in a bar.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    6 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    6 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0
    Photo of John G.
    91
    73
    5

    4 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    5 years ago

    Helpful 1
    Thanks 0
    Love this 2
    Oh no 0

    7 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    5 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 1
    Thanks 0
    Love this 2
    Oh no 0

    6 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    4 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    7 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Taylor L.
    189
    32
    8

    5 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    6 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    6 years ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 0

    8 years ago

    Helpful 5
    Thanks 0
    Love this 2
    Oh no 0

    4 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    7 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    6 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    8 years ago

    Helpful 4
    Thanks 0
    Love this 1
    Oh no 0

    3 years ago

    Excellent hamburgers, reasonable prices, great service. I will definitely eat there again; I've already tried most of their menu.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Hernan R.
    12
    17
    16

    8 years ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 0

    6 years ago

    Probably the best burgers in Milwaukee. So many flavors in each bite. The steak fries are an awesome upgrade! And the prices are great!

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Ann T.
    0
    27
    67

    7 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    6 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 0

    3 years ago

    food is good i like their food the burgers and icr cream is also good better than most fast food places

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    6 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Jen N.
    94
    7
    9

    8 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    8 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    4 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    Page 2 of 3

    Ask the Community - Oscar's Winner's Circle

    You might also consider

    Verify this business for free

    People searched for Burgers 6,159 times last month within 15 miles of this business.

    Verify this business

    El Tlaxcalteca Restaurant

    El Tlaxcalteca Restaurant

    4.8
    (86 reviews)
    1.7 mi

    Came here upon recommendation and let me say I'm going back to that friend and giving him a huge…read morethank you. The food was great, really hit the spot. Tortillas were crispy and fried to perfection. The consommé was delicious, had me drinking it straight out the cup and was well seasoned, hot, and was in its own something to right about. The red and green salsas were also good. Red having a bit of kick, green was flavorful. I will say that I wish one of them had more heat to it but the acidity and flavors were great. The beef itself was so flavorful and tender, well seasoned, not to mention had the perfect amount in each item. Also, Onions and peppers on the side were cooked great and had me going back for more each time. Also, get the horchata, it was spectacular. This place is small but decorated to really feel like the owners, workers, really care and take pride in the establishment. It had a great ambiance that was full of people on a rainy lunch hour, and I can see why. As a person who works in the industry as a cook, the kitchen, which you can see when you order is neat, clean, and truly has the right feel of 'they know what they're doing and they're doing it well'. 5 stars, will be talking about this meal for a long time and spreading the recommendation to as many people as I can.

    Food/drink was missing from order (delivery)…read more Food was tasty, but pretty disappointed with execution for the price. A million other options out there and this one left a pretty poor first impression tbh

    Photos
    Front Counter
    Front Counter
    Birria tacos
    Birria tacos
    El Tlaxcalteca Restaurant

    See all

    Café Corazón

    Café Corazón

    4.2
    (701 reviews)
    5.4 mi
    $$

    We stopped here on a Sunday night. It was pretty busy but we were seated right away. I ordered a…read morestrawberry banana margarita and that was delicious! I ended up getting a second! For our entrees, I got the taco truck dinner with pork pivil as my meat of choice. The meat was juicy, tender and had lots of flavor! The pinto beans had a nice smoky flavor. My boyfriend got the queso chimichanga. It didn't come with rice and beans, as they are inside the chimichanga. We both agreed, the queso was a nice addition to the chimichanga. I would definitely come back to try more of the menu!

    YUM! Cafe Corazon has mastered the large portions and perfectly seasoned food. Our three tacos for…read morethe taco truck dinner ($14) were chicken, chorizo and carnitas with the chorizo standing out amongst the three with better seasoning. The guacamole had a strong citrus flavor which I am a fan of and the salsa was complimentary! I would HIGHLY recommend the best burrito ($15) as they did not skimp on any ingredient, especially the flavorful pork pibil. My only qualm was that the rice was undercooked and slightly crunchy, but otherwise an affordable and tasty restaurant for a date night. The staff were friendly, service was fast (less than 10min to receive food after ordering) and the restaurant had bright and colorful furniture and decor which were true to theme.

    Photos
    Café Corazón
    Rice and beans and.. carne?
    Rice and beans and.. carne?
    Bloody María and Coronita chaser

    See all

    Bloody María and Coronita chaser
    Don Lucho Carnitas

    Don Lucho Carnitas

    4.4
    (37 reviews)
    2.2 mi
    $

    It's Saturday and I'm thinking......Don Lucho!!!!!…read more The team has been up since late night roasting and boiling and creating the most amazing carnitas you will find in Milwaukee. Get here early - parking sucks, and suburbanites will freak out at the hood, but no worries Jesus is right next door at St. Josaphats basilica and will watch over you. And don't forget to take a tour of one of this country's most beautiful cathedrals. Right there by Don Luchos. You can eat here. Lots of long communal tables so don't be shy. Prices aren't cheap but this is quality. I usually get a pound or so of carnitas. They measure it out, it's steaming, and ask if you want it chopped. I say yes. It's wrapped up tightly and it will feed you all weekend. This meat is freaking amazing!!!! I pray they haven't run out of homemade tortillas, but like I said, you gotta come EARLY. Sigh. There's about 6 different amazing salsas to try. Smoky, fresh, green, red, hot sweet - I get two for the weekend. I consider a quart of menudo. I think about. Lamb, goat, barbacoa, chorizo - but I have enough. Too hungry to wait to go home, I sit down to eat. Two tacos - huge! The best was the barbacoa - tasty little carmelized deeply flavored meat bits. Hey - don't go expecting American extras like sour cream or cheese. This is the real thing. Warming: one taco will do you. Got a side of rice and beans - yum. Don Lucho is a treasure. It is authentic, mom and pop, and these are the businesses I love to support. For an incredible adventure and source of authentic carnitas, git yourself down to da south side ya day hair and ENJOY!!!!!!

    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.

    Photos
    The meat counter
    The meat counter
    Pork Asada Taco
    Pork Asada Taco
    Lots of authentic ambience

    See all

    Lots of authentic ambience

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

    Loading...
    Loading...
    Loading...