Best Date Night Restaurants in Headingley
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- $30 and under
- $31 to $50
- $50 and over
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27 restaurants available nearby
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See what locals rave about
- JJerryVIPWinnipeg / Manitoba •28 reviews5.0Dined 1 day agoExcellent food & service. The perfect level of spice in the TNT Shrimp appetizer and the DanDan main. Well done!More infoJames Avenue PumphousePrice: Moderate• International• Winnipeg•4.6
- KKrisVIPWinnipeg / Manitoba •7 reviews5.0Dined 3 days agoThis is the Best Steak House in Winnipeg! Having been to dozens of Steak Houses for decades, I love that Hy’s offers many Steak current and traditional options with accompaniments. I appreciate that the Servers and Staff are professional and exceptional. The ambience and atmosphere are excellent. I think this is the perfect Dining experience to please and reward yourself and impress your companion(s). It is definitely a favourite Restaurant for any and all special occasions! I highly recommend it! You’ll love it, guaranteed!More infoHy's Steakhouse - WinnipegPrice: Very Expensive• Steakhouse• Exchange District•4.8
- MMarcelWinnipeg / Manitoba •3 reviews5.0Dined 3 days agoFirst time at Hermano’s yesterday. I had been wanting to go there for some time now. Did not disappoint. Food was spectacular. Balsamic drizzle on the ribeye was a game changer. Server never offered us a second round of drinks. It Valentine’s Day. Seemed to want to rush us out a little. You pay for what you get. So it’s not cheap. $200 for the 2 of us including a drink each and an appetizer each. It’s a must try in my book. Would definitely go back.More infoHermanos SteakhousePrice: Moderate• South American• Exchange District•4.2
- LLauraWinnipeg / Manitoba •1 review5.0Dined 3 days agoWe made a reservation and asked for a specific table and were very pleased that Cibo accommodated our request. The ambiance is beautiful and we wanted a table to look out at the river. We were going to the theatre and were a bit pressed for time, our server was fantastic to ensure that our orders were expedited quickly and our food was served promptly, hot, and delicious!More infoCibo Waterfront CafePrice: Expensive• Italian• Exchange District•4.7
- DDavidPhoenix / Arizona •6 reviews5.0Dined on Jan 23, 2025Have dined here on a number of occasions. Room is beautiful. Staff attentive. Though a half hour early for our reservation the host went out of his way to accommodate us. Was greatly appreciated. Food is always good and was last evening as well.More infoGather Craft Kitchen & Bar at Assiniboine ParkPrice: Expensive• Contemporary Canadian• Winnipeg•4.7
Discover best date night restaurants in Headingley
Discover the perfect ambiance for your next date night in Winnipeg, Manitoba, specifically in the charming areas of Winnipeg and Headingley. These locations boast a variety of restaurants that cater specifically to making your evening special and memorable. Whether you're looking for a cozy, intimate setting or a more vibrant, lively atmosphere, you'll find options that perfectly match your date night expectations. Each establishment offers a unique blend of exceptional service, exquisite culinary creations, and a welcoming environment, ensuring every moment is cherished. The dining scene in Winnipeg and Headingley is diverse and well-suited for romantic outings, featuring establishments that range from upscale gourmet to quaint bistros, all emphasizing quality and a great dining experience. These restaurants are known for their attention to detail, from thoughtfully curated menus to ambient lighting and decor, all designed to enhance your dining experience. Ideal for couples seeking a delightful evening out, these venues prioritize creating an atmosphere where memories are made, making them top picks for anyone planning a date night in this scenic locale.