Oscar's Deli — Restaurant in Winnipeg

Very Rude people, they sent the wrong food, and to the receipt from them is impossible. They are rude to you, they insult you and you are expected not say anything to them. Their Customer service sucks and it is hard for me to explain how rude and impossible they are; I ordered a Catering Package for one of my Client and I am not from Winnipeg. they sent the wrong food and i said no problem i only want my credit card receipt and detailed bill receipt for my expense report.

On Tuesday morning, July 18, 2023 i went to get my receipt but I was not able to get is is due to Supervisor not available; while I am waiting for turn, a Lady left disappointed with their service as well and her order was not ready. So, people wants to focus very little success and good comments but not on the many bad attitude of the owner and some of his people; many customers are not going to tell the owner of the business how bad they are because they want them to fail and close...

Was a little scared of trying Oscar's based on some of the responses to reviews 😅 but I really wanted to eat at local businesses while visiting Winnipeg. Glad I did as I had a pleasant experience. Definitely an old school diner vibe, and just feels like a really nice, honest business.

There was only one waitress working the entire restaurant and she was super sweet and pleasant with everybody, and she was constantly running around checking in on tables and making sure everyone had what they needed.

I got the Reuben platter for around $17 which seems to be really popular here. Overall I'd say the sandwich was good. They use an interesting horse radish/beetroot sauce on the sandwich. It was different from what I'm used to, but I'd say it was decent. While the meat wasn't super stacked, I'd say it's a decent chunk for sure, with some sauerkraut packed inside.

Glad I got to try a place with a little bit of history...

Oscar's Deli is an absolute gem! From the moment you walk in, you're greeted with warm hospitality and the comforting aroma of freshly made deli favorites. The menu is a perfect balance of classic staples and creative twists — every bite is a testament to quality and care.

I tried their signature pastrami on rye and it was hands-down one of the best I’ve ever had — tender, flavorful, and perfectly stacked. The sides were just as impressive, especially the homemade potato salad and chicken noodle soup. Portions are generous and pricing is very reasonable for the quality you receive.

The staff are friendly, attentive, and genuinely passionate about the food they serve. The atmosphere is welcoming, clean, and has that authentic deli charm that makes you want to linger a little longer.

Whether you're a local or just passing through, Oscar's Deli is a must-visit. I’ll definitely be back — five stars...