Five O'Clock Steakhouse

Old school classic in Milwaukee. This is what we all wish we could find in the big cities on the coasts. The place is straight out of the 40s and 50s and feels just as vibrant as it must have then. I'd describe it as an old school Jersey italian steakhouse without the italian aspect. Don't know how else to describe it but for those who get around that should make sense. The service and hosting is over the top. The food is excellent. The prices are so low you feel like it's a flashback to 2010. The prime rib was one of the handful of the best I've had anywhere. The Christmas decorations up year round to the doorman who packs heat lends to its charm. This is a run, don't walk stop if you can make the time to drop in.

Im not going to lie I was pretty disappointed with this place. We had heard it was good from several people and we ordered a ton of different appetizers and entrees. The bacon wasn't very flavorful, the salads were bland, the best appetizers were the fries and bread. I will say the steak itself was very good, they drown it in sauce which I'm not personally a fan of. Regardless it was delicious. The service was a bit hectic. They have two people helping larger parties, which felt a bit overkill. If you're coming in for a meal here, I'd say the steak is a safe play. The rest of the menu is a toss up. Cheers!

This was a great experience! Think old school, martini-in-hand, "I'm a class act in a suit from the 40's vibe and am going for a nice dinner" vibes. Wood wall paneling, red carpet, and servers that are there to give you a great experience. I'v never been to a supper club before and glad this spot was my first one. The staff were VERY friendly and accommodating to make sure you have a good experience. They were constantly present and helped with recommendations - which might seem obvious, but I can't tell you how many times I go out to eat elsewhere and the server disappears in the back the entire time or seems miserable with their life - that was not the case at all here. Food was delicious, they give free salad, bread, and a 'relish plate' (yup, you heard that right) before the meal, and the portions were larger for what you pay. I felt like I was a big shot member of the mob and the Rat Pack. Would definitely go back and recommend!

A Wisconsin supper club with an elegant flair. While the interior is old school, it's low lighting and warm, rich colors give a relaxing and cozy feel. The bartender and waiter we had were extremely knowledgeable, attentive and engaging. Orders are placed at the bar, so by the time you sit down your shareables are well on their way. Everything here is absolutely incredible and generously portioned. Be prepared to spend a little bit more than usual here, but be assured that it's worth it! If you are in the mood for a good steak or looking for a top notch steakhouse, this place is it!

A great dining experience! The minute you enter, you feel like you're stepping back in time. We arrived on time for our reservation and were immediately sat in the bar, which is part of their method. The drinks were stiff and the service fast and friendly. We ordered our food at the bar table. Once at our table, we had salad and bread. Our food arrived soon and was quite good. Our waitress was fast, friendly and accurate with the orders. Overall, very glad we went. If in town again, I'd return. My review is a rounded up 5 stars but would do 4.5 if possible. While the food was good, my steak wasn't the best ever. It's still better than anything you'd get at a chain.

Five O'Clock has the best steaks in Milwaukee. The quintessential urban supper club, Five O'Clock hasn't changed for decades, except for the pricing. Five O'Clock has Chicago pricing. Expect to pay a load. Our bill for three entrees, three sides, four cocktails, and a mediocre bottle of wine, came to $380 with tip. That's a lot of moolah in Wisconsin. Everything was great, including service, but Five O'Clock has become a special occasion restaurant. I used to dine there twice a month. That's a vestige of the past. If you love red meat, Five O'Clock is the place to go, but be prepared to pay for the experience.

THE place for steaks in Milwaukee. Old school supper club that has been around since 1946! That's right, over 75 years and running! A landmark restaurant in Milwaukee.As soon as you walk in, you are transported back in time to the classic Wisconsin supper club scene, with wood paneled walls and old pictures hanging around a massive bar. The hostess will tell you to grab a cocktail at said bar and order your food from there as well. We did as we were told, and we ordered a couple of cocktails. I ordered probably the best sidecar I've ever had. Once you have ordered your dinner and saddled up with the bartender, your waiter will take you to your table where a bowl of salad, a relish tray and warm bread await you. Don't gorge too much on the salad and bread however, because when the steak you ordered comes out, you will regret it! We ordered a porterhouse and shared it between the two of us, and I'm glad we did! It was massive and probably the best steak I've ever eaten. They cook it just right, medium rare, and a little charred on the outside. It was incredibly tender and juicy.We told the waitress it was our anniversary, and she comped us a slice of Key lime pie, which was also incredible. To top it off, we ordered a dessert drink, a Brandy Alexander, a favor of ours at any supper club we visit. It was very boozy! A nice way to end an incredible meal and experience.It's not cheap but I didn't feel the prices were outrageous either for what you get. They have live music every Friday and Saturday at the bar, and there is additional seating upstairs in the Alley Cat Lounge. A gem of a restaurant, this place is fantastic. The atmosphere, drinks and food can't be beat. A must visit for anyone in the Milwaukee area!

We came here to celebrate my bday with my whole family and my boyfriend's family. We had a huge group, which is hard to accommodate but they did amazing! Our service was impeccable. They were on top of water refills, cocktails and food service was paced well. I had read reviews that people felt rushed and I was worried about that but we didn't experience that at all. My boyfriend and I split the filet and the prime rib. They were massive and their prep was so good! The creamy parm dressing was also something to mention! We also got a side of onion rings and bacon. Not pictured were the other apps our table shared: crab stuffed mushroom caps, calamari and shrimp cocktail!

I was really disappointed and dissatisfied . It was the first time going with high recommendations It was packed on arrival where we were sat at a small table by the door waiting for our table that was not ready at the reservation time. Server came took drink order, brought hot tea for two in the party of four. Server came took our dinner order and told us our table was ready but told us to bring our own cups and pots of hot water with us. After being seated, appetizer came and entree came soon after. No room at the table for anything. Server never came back to see about us. Steaks were not cooked to our liking. Had to request manager and a different server, just to put our steaks in plastic bags wrapped in a brown paper bag. Last time Going!

Very classic steak restaurant. Food, service, and ambience top shelf. On successive visits had to trim our order-splitting the potato and veggies too much food