Several of my friends have been telling me that I need to come here and try this place out. They said the burgers were amazing and the tap selection is supposed to be really good. They were right! I came in with a group of four on a Saturday night around 5:30-6pm. We were able to have our pick of tables since it was early still. We all ordered drinks from the bar and we all got different burger orders. There was a small mix up with my drink order (two of the mixed drinks have very similar names), but our waitress was able to bring me out a new one right away. There's also a mystery beer available for people to try and you can have the option to guess what it is. My husband and his buddy were not able to guess it, but in their defense, they didn't know it was an option to even order since it wasn't on any of the menus we had looked it. All of our burgers were really solid, everyone was really happy with their choices. They have a bunch of specials here throughout the week so I can see how this place would easily fill up fast. There were some live sports games playing on the TV's there, and closer to 7pm it was starting to fill up fast. This place was really great, an excellent recommendation by my friends. We will be back again! read more

Oscars Winners is the 2nd location to the amazing Oscars on Pierce. Both are great but this location is our favorite because: $5 Monday smashburger specials $1 tacos on Tuesday $9 Mexican specials on Thu / I'm telling you everything is amazing. I don't know whose Tia is back there cooking but WOW The space is clean and inviting. The staff is great. Prices are beyond fair and if you want an amazing burger or some of THE BEST refried beans, get in here! read more

See all

I started with cheese curds and they were okay. This is Wisconsin so I expect the cheese curds to be something better than basic and these were pretty basic. My Cuban sandwich was fine but needed a little something. The flavor was lacking just a bit. Basically, the food was all fine and I was satisfied enough but I wasn't moved to go back for more. Service was generally pretty good, though it took a while to get my check and pay, but there was also a USA world cup game on, so it was a little busy and that delay was fairly understandable. read more

This was my first time dining at this Oscar's location. It was extremely busy on a Saturday night, but we were able to snag a table right away. There was a large table celebrating a pre Homecoming meal, and only one server that we noticed. Due to the busy evening, our server was a bit slower bringing out our drinks, and our food was only lukewarm-assuming it had been sitting for a bit before getting to our table. Nevertheless, we did enjoy our meal. I decided to do a build your own burger-chihuahua, American cheese, lettuce, tomato, & jalapeño-delicious! I didn't see an option for mayo/mustard/pickles, but my burger really didn't need it. I opted for Oscar's signature fries & asked for a side of bacon ranch to dip. Everything was very tasty! I would for sure come back on one of their specials nights. read more

See all

I really like it at Oscars! It was quite busy on the night we decided to go, but we were able to land a table without waiting. Our waitress was kind and attentive, which was nice. We asked her a lot of questions. We tried the wings, which were so good that we are considering coming back on their Wing Wednesday. My burger was cooked exactly as I asked; medium rare. I always as for medium rare because it's so hard to achieve and when I say "medium" it's too overcooked for my liking. Typically when I ask for medium rare, it's never actually achieved. They definitely achieved it and I was impressed. My burger was juicy and delicious. Street parking. I'll definitely be returning! read more

See all

I love both Oscars locations. This one has different burgers and wings so I tried the Macho Burger. Delicious! Oscar's is such a freat place to grab a burger and beer. read more

AWESOME bahn mi burger and steak fries. Would come back again before a game or something. One guy handles all the tables and does it well. Nice clean spot. Big win. read more

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. read more

Oscar's Winner's Circle - Fries - Burgers Near Me - Milwaukee, Wisconsin

See all

Food was great! Service can take a long time depending on when you come (game days and taco tuesdays i'd expect a long wait) but on chiller days it is good. read more

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! read more

Oscar's Winner's Circle - Tikka masala wings, honey sriracha wings, sesame garlic wings, chipotle wings - Burgers Near Me - Milwaukee, Wisconsin

My son decided to try this Oscars instead of the one on pierce on Friday evening. I had the fish fry for the first time. Solid dinner for a good price. My son enjoyed the hongo along with the fantastic fresh cut fries. We also enjoyed the sampler platter and I wished they had the breaded deep fried beans as a solo appetizer. So good. I recommend both locations for a great meal. Seriously 2nd best burger ever and repeatable. read more

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 read more

Oscar's Winner's Circle - Gordo Burger - Burgers Near Me - Milwaukee, Wisconsin

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

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

See all

Definitely enjoyed the vibe in Oscar's Winner's Circle. It's been 3 years since coming back home from overseas. I definitely enjoyed the food that was served. The service was friendly and definitely on point with everything. Definitely will be coming back a few times more. read more

Hamburgers are over the top The bar has 30 different beers on tap The bartenders are awesome And right there when you need anything type of beverages Lots of specials also read more

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! read more

Oscar's Winner's Circle - 8 pork and 2 steak tacos. Single tortillas rather than the normal double. - Burgers Near Me - Milwaukee, Wisconsin

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. read more

Oscar's Winner's Circle - Burgers Near Me - Milwaukee, Wisconsin

See all

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! read more

Oscar's Winner's Circle - Build your own burger. I kept it simple: ghost pepper jack cheese, jalapeños, lettuce, tomato, and fried onions. So amazing. - Burgers Near Me - Milwaukee, Wisconsin

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. read more

See all

the food was amazing!! my group all got different things and we all enjoyed our food very much. they had music playing and that was nice. service was okay. would definitely recommend. read more

Worst service ever. We were there waiting to order for 20 minutes. Once they took our order we waited an hour with no food as people around us came and went. I went and found the waitress (who never visited the table once) and asked her if our order was even in. She said "let me check", 15 mins later we had food. Accidents happen but what was more upsetting was the fact there was no communication on what happened or I'm sorry. It was just ignored. read more

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

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! read more

See all

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! read more

Oscar's Winner's Circle - Burgers Near Me - Milwaukee, Wisconsin

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. read more

See all

Unique Burgers! Entree: Winner's Burger ($8.25). This burger is loaded with ham, bacon, chorizo, jalapeños, cheese, onions and other good stuff on an 8 oz Angus burger patty. Served with a small side of chunky Guacamole. All the flavor combinations work well together, and the price is outstanding! HIGHLY RECOMMENDED. Drinks: A large selection of beers on tap. You will find something you like. The Beer Special prices were $4/each, but a shot of JD will set you back $6. Pricey for a Shot. I'm deducting 1/2 star for the Shot prices. Service: I sat at the bar, so they were attentive. Still, those who were sitting in booths appeared to be getting good service too. Ambiance: A smaller place with about 8 tables/booths and about 15 seats at the bar. Still, it's very clean and they have TVs playing sports. Parking: Located on a busy street corner, there is no onsite parking. You will need to park on the street, which could be challenging if the place is busy. I'm deducting a 1/2 star for lack of parking. Overall: I enjoyed my visit. The burger was excellent, the beers are cold and tasty. They have some really unique burger combinations, so I'll return to try some of the other choices. I just won't order a Shot of Whiskey. RECOMMENDED. read more

Oscar's Winner's Circle - Winner's Burger with Fries, a beer, and a Shot of Whiskey. - Burgers Near Me - Milwaukee, Wisconsin

Seeing some of the earlier reviews when they first opened made me a little hesitant to go here because of customer service. They must have made some changes because we thought our experience was excellent. For the fans of the first Oscar's don't expect the same menu here. They have tweaked many of the burger combos. I had the MKE burger and my hubby had the Gordo burger. Who can resist a burger covered in cheese curds along with bacon? If you are from Illinois I understand but a true sconnie should always order this burger! My hubby loved his Gordo so that will be my next burger I try. The atmosphere is very open and it wasn't crazy crowded like the other location. They do have a back deck for outdoor dining. If you like beer you will LOVE their selection of beer on-tap. The only tweak would have been my burger really was more medium than medium rare; however, the flavor outweighed any issue with temperature. Did I mention that my burger was only $7.75? read more

Amazing location and great staff! The burgers are amazing and juicy! Tried the flaca burger for the first time and it was amazing. First time trying a vegetarian impossible burger and it tasted like a real patty. You can have an option to add cheese for $1 but I tried it without. The other burger I also bought was the "Winner burger" and that was AMAZING so flavorful and packed with so much flavor. This place also offers so many beer options with 40 beers on tap. No private parking lot but street parking is available which is really open most of the time. Check em out! read more

See all

I'm a huge fan of Oscar's original location, so giving the new spot a shot was a no brainer. They're definitely in that beginning business phase of getting everything dialed in, but all in all we enjoyed our experience. For those familiar with the original Oscar's, what to expect: +An extensive tap list. I'm not sure if they have more beers on tap here, but they definitely have at least as many. I got a peanut butter porter that both my dining companion and I were pretty wild about. +They changed up the menu a bit here, so don't expect an identical menu. They do still have some of the standards and still offer the build your own burger. The important thing? The menu definitely keeps with the spirit of the original Oscar's. +The vibe is a bit different. They're still casual, still have TVs for sports viewing, and still have a full bar, but it's just a bit more updated and maybe a bit more open feeling. Plus, they were pumping some pretty phenomenal 80's tunes while we were there. For those unfamiliar with Oscar's, what to expect: +BURGERS! Like huge midwestern, don't-even-think-about-counting-calories-here, burgers! +An extensive tap list, separated into styles with a beer to suit every palette. +Amazing prices. A giant burger with crazy fixins (cheese curds and fried pickles ON the burger?!? Yasss!) and fries for $7.75? Believe it. Get to it! read more

Oscar's Winner's Circle - Peanut butter porter ftw! - Burgers Near Me - Milwaukee, Wisconsin

See all

Stopped here on the first day of baseball season to a full house. Stood by the door for awhile waiting to get put on a list to sit. Never happened. There seemed to be only 2 people working in the whole place so I approached the bartender and got put on the waitlist. Pretty nice selection of beers here. Tried a pilsner and a basil cider from Seattle which was nice. Was able to sit after about a 15 minute wait. The one waitress who was doing the whole dinning room did her best to take our orders no complaints there. Everyone in the party ordered burgers. Food didn't take to long to come out. I built my own burger with bacon,cheese and onions and requested medium temp. Received a well down burger that was pretty bland and altogether simply average. Fries that came with were soggy and visually unappealing. Burgers are cheap here and drinks also. I personally having eaten at the other location think they probably need a little time to work out the kinks. I'll have to check bad here in the summer. read more

See all

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

Oscar's Winner's Circle - Amazing mix of Bloody Mary! - Burgers Near Me - Milwaukee, Wisconsin

Service is slow, and servers are very rude. I will never go back to this location. Our food came out cold and very plain, the fries looked burnt and very dry. Our server looked lost half the time, like she didn't know what to do. She never checked on us, or checked if we needed drink refills. THIS PLACE SUCKS, I DO NOT RECOMMEND! read more

This place blows me away every time I come here! The burgers are just out of this world. They prepare them exactly how you like them! And their big meaty burgers. You can choose one of their amazing signature burgers or you can always build your own. This time I decided to try the Gordo burger which the waitress said was her favorite. It was absolutely delicious! And the french fries don't even get me started they're phenomenal! I brought some friends here who had never been before and they were blown away by how wonderful the food was. It was a Tuesday night and they had dollar tacos which was awesome so we each got a taco as an appetizer you could choose from carne Asada or Al Pastor. They were very tasty!!! If you haven't been I definitely recommend that you go you will not be disappointed in how delicious and juicy their burgers are! read more

See all

Unbelievably good burgers,got $1 taco Tuesday which are a tasty treat. Tbh their prices are incredible, at least a couple bucks less than all the big name chains and are head and shoulders above them.plus the owners are really good people so I'm glad to support them read more

My co worker realized that our server (forgot her name) appeared to be the only one where it was pretty busy on the side of the restaurant for a Thursday night. She was also cleaning the bathrooms as well as cleaning out the rest of the tables prior to close. Overall this is our second time going and we also have to commend the previous server as well. My co worker also appreciated the preference of not having a bun with his burger (he's on a strict Keto diet) and we will definitely be back! read more

I really like this place! I only have a small issue with the wings! For some reason every time I order wings I get more of the flats than the drums... eg: 7 flats and 1 drum! So today I ordered wings again and asked for the wings to be at least proportioned/equal but nope... got 6 flats and 2 drums! This order was to go and was NOT going to go back to show them but wish they would PLEASE MAKE IT RIGHT! Kinda annoying :/ read more

Oscar's Winner's Circle - Wings - Burgers Near Me - Milwaukee, Wisconsin

The food is amazing burgers are perfect along with the fries the atmosphere is nice and cozy the service /servers are nice only bad thing I have to say is the restrooms are quite dirty the men's faucet has a problem the floor is sticky it really brings down the place if that could be fixed it would make this restaurant better than it already is read more

This was a really good find. The place is clean and a mix of very old school trendy. Came for lunch with a friend and we had a couple of burgers and drinks. Great burger, cooked med rare perfectly and the fries were fresh and crispy. Very good price. For two of us with drinks, under $25. read more

See all

Walked over for lunch this past Tuesday...perfect timing for their $1 taco Tuesday! First time there! Food was great! Drinks were on point ! Will definitely return read more

Oscar's Winner's Circle - Mango Margarita & Captain's Punch - Burgers Near Me - Milwaukee, Wisconsin

See all