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    Rae and Jerry's Steak House

    3.0 (90 reviews)
    Closed 4:00 pm - 8:30 PM

    Order Rae and Jerry's Steak House Takeout or Delivery

    Rae and Jerry's Steak House Photos

    RAE AND JERRY'S STEAK HOUSE ATMOSPHERE

    What's the vibe?
    Classy
    Loud
    Good for groups
    Good for kids

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    Tough prime rib

    The dream is over, sad to say. I went to Rae and Jerry's for the first time since its change in ownership earlier this year and it just wasn't the same. The classic 1950s interior décor was still there and the service was still pleasant and helpful, but the high quality of the food was gone. I had a $50.25 prime rib dinner which was by far the worst prime rib I had ever had anywhere. The meat was tough and required extensive chewing. Was it a bad cut of meat or does the chef not know how to cook it properly? Or was it a combination of low quality meat and unskilled preparation? My plate was also overloaded with meat drippings, which made for precarious eating in terms of me not getting stains all over my clothing, especially with the prodigious amount of sawing of the prime rib I had to do with my knife. Another person at my table also ordered the prime rib dinner and left more than half of it on her plate, declining to box the remainder to take home. It was just that bad. The accompanying items I received were not much better. The bread consisted of two types of slices that were like out of a bag (not buns and not warmed, like you would expect in a place like this), the salad was not crisply fresh, and the potato was overbaked and dry and came with barely any accoutrements, being no longer fully dressed as in the old days. In contrast, the piece of cake that I had at the end of my meal was excellent. Family members at my table also had overall similarly disappointing experiences, saying that the quality, freshness, and preparation of most of their food was subpar. One said that her filet mignon was actually very good, which I am glad to report, but the accompanying items were again not so appetizing. The garlic mashed potatoes were lumpy and clumpy like wet cement, the broccoli was overcooked and mushy, and the cheese sauce on the broccoli had an unappealing congealed consistency to it. Even the crackers that came with the soup were stale. I had enjoyed Rae & Jerry's many times in the past before this most recent visit, but I think that this was it for me. It is an expensive place to eat, but the quality is just no longer there. It is doubtful that anyone in our group will ever want to return, especially when some of us have recently had actually enjoyable experiences at other Winnipeg steakhouses. To sum up: nobody should ever have to saw and gnaw on prime rib! We miss you, Steve Hrousalas, Rae & Jerry's previous owner!

    Steak that was supposed to be ribeye but was sirloin

    For a special 93rd birthday for my mom we went to Rae and Jerry's My wife and I ordered the rib eye steak sandwich for 48$ The steak was a sirloin not a ribeye After a few bites I complained to the waiter The worst steak sandwich I ever had General manager was supposed to call which they never did Very dissatisfied with new ownership We won't be back

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    4 months ago

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    6 years ago

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    3 years ago

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    2 years ago

    Amazing! Steaks were cooked to perfection and everything was superb. Service and Ambience it was the perfect night!

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    2 years ago

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    4 years ago

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    6 years ago

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    3 years ago

    Absolutely loved the food here. The staff were so good and polite and friendly. The restaurant itself is very beautiful and welcoming.

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    16 years ago

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    7 years ago

    This is an old school steak house with professional waiters and waitresses. Go back in time and enjoy the delicious steaks.

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    The Oak & Grain Winnipeg

    The Oak & Grain Winnipeg

    3.6(9 reviews)
    2.3 km

    Food: 5 Customer Service: 5…read moreAmbience: 5 Cleanliness: 5 Reservations: NA This restaurant was situated within walking distance from our Winnipeg hotel, and was an excellent dining experience during our visit. The menu offers a wide variety of delicious and mouthwatering starters and main courses that will appeal to everyone. Everything we ate was fresh and delicious. The chefs use the best quality ingredients to produce dishes that are simply delightful. The restaurant also offers a wonderful drink menu as well. I'm pretty sure that we would return for another visit the next time we're in Winnipeg.

    We came over to Oak & Grain as a group on the arrival day of our conference. Crossed the street…read moreand went into the lobby of the Hilton and there it was. Greeting was very pleasant and they sat a group of 8 immediately. The waitperson was quite knowledgeable about local brews, and since I'm a local brew fan anywhere I go, opted for a double IPA that ended up being really good. Other folks had a single IPA, lagers, wine, etc. The menu is quite eclectic, with items ranging from the Filipino-infused Shanghai Lumpia, to soup and salad, to Philly Cheesesteak sandwich. I wasn't particularly hungry and I thought their "appetizer" menus would be small dishes, and treated ordering like tapas, asking for a small plate of lumpia and a small plate of chicken tenders.... Oh well.... I get an entire dinner plate of lumpia and a full basket of chicken tenders, French fries and vegetables.... I left stuffed. Service was superb. Even asking for separate checks for the entire party, our waitperson didn't flinch an eye. Superb service, great food and good company.

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    The Oak & Grain Winnipeg - Bar area

    Bar area

    The Oak & Grain Winnipeg
    The Oak & Grain Winnipeg

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    Rae and Jerry's Steak House - steak - Updated July 2026

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