7 Best Historic Restaurants in Headingley

7 restaurants available nearby

A photo of James Avenue Pumphouse restaurant

1. James Avenue Pumphouse

4.7

Exceptional(800)

Price: Moderate

• International • Winnipeg

Booked 29 times today

Welcome to James Avenue PumphouseAwarded Best New Restaurant 2021 by Ciao! Magazine!Come visit us and experience a diverse menu offering from our very own Executive Chef, Mark Merano.Complimenting the historical setting and relaxed ambiance is a menu that draws both on Manitoba culinary traditions and globally inspired comfort food. Pair it with our smart cocktail list, and your night is complete!

2. 529 Wellington

4.9

Exceptional(1907)

Price: Very Expensive

• Steak • Little Italy/Corydon Village

Booked 14 times today

Experience the splendor of 529 Wellington, Winnipeg’s Premier Steakhouse. The beautifully restored historic mansion offers intimate dining in 8 elegantly appointed rooms, as well as a beautiful 2-tiered riverside terrace for alfresco dining. 529 serves exclusively Prime Beef, the best available in Canada, as well as fresh fish and seafood. The restaurant is proud to offer Manitoba’s highest rated wine list, Wine Spectator Magazine’s Best of Award of Excellence since 2004. Please note: 529 Wellington is a two-storied building without an elevator. Please indicate if there are any mobility issues for any diners in the party.*Please note 529 Wellington does not permit outside food and drink due to our food safety program.

A photo of Cibo Waterfront Cafe restaurant

3. Cibo Waterfront Cafe

4.7

Exceptional(2105)

Price: Expensive

• Italian • Exchange District

Booked 27 times today

Take your tastebuds on a trip to the Mediterranean at Cibo Waterfront!Inspired by our historic waterfront location, Cibo pairs a quality all-day menu with craft cocktails and upscale wines. Menu highlights from our scratch kitchen include hand stretched pizzas, several unique takes on bruschetta, and an eclectic compilation of modern and classic Mediterranean cuisine. Our chic, brick building lights up in the day time sunshine or provides a warm atmosphere in the evening, with unique and stunning views of Winnipeg’s iconic Red River and Esplanade Riel. A comfortable ambiance to celebrate life.

A photo of Oval Room Brasserie – Fort Garry Hotel restaurant

4. Oval Room Brasserie – Fort Garry Hotel

4.6

Exceptional(447)

Price: Very Expensive

• French • Winnipeg

Booked 35 times today

Under the creative direction of Chef de Cuisine Kyle Lew, Oval Room Brasserie offers a wide selection of classic brasserie and bistro dishes for breakfast, lunch and dinner.With menu options ranging from sharing plates to dinners for two and everything in between, plus an extensive cocktail and wine selection curated by our Wine Director, Christopher Sprague, Oval Room Brasserie is the perfect spot to start your day or wrap up your day with family, friends or colleagues.Our philosophy is simple: we combine the BEST ingredients with the most traditional methods to produce OUTSTANDING quality food.

5. Peasant Cookery

4.5

Awesome(1606)

Price: Expensive

• Contemporary European • Exchange District

Booked 11 times today

Peasant Cookery is located in the heart of Winnipeg's Exchange District. Made from scratch, European inspired dishes are prepared daily and served with care and attention to detail. Pair your dish with cocktails, local craft beers, or wine and enjoy in the dining room, lounge, or on the patio, and always with your favourite people.

6. Kevin's Bistro

4.6

Exceptional(421)

Price: Moderate

• Comfort Food • Exchange District

Booked 20 times today

Steak chimichurri, fresh mussels, garlic butter shrimp, Mac & Cheese and much much more! Located in Winnipeg's Exchange District, Kevin's Bistro is cosy and comfortable with great cocktails and live music on the weekends!

7. 529 Uptown

4.5

Awesome(40)

Price: Moderate

• Canadian • Winnipeg

Booked 11 times today

Bringing fine dining, premium coffee, and mouth-watering burgers to the historic intersection of Portage and Main, 529 Uptown is coming to 201 Portage.A sister restaurant of 529 Wellington, 529 Uptown is a high-end restaurant on the north side of the 201 lobby. Accompanied by it will be a new high-end coffee bar on the south side, a burger stand called 529 Burger, and two kitchens on the concourse level.

Best Historic Restaurants in Headingley

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7 restaurants available nearby

1. James Avenue Pumphouse

2. 529 Wellington

3. Cibo Waterfront Cafe

4. Oval Room Brasserie – Fort Garry Hotel

5. Peasant Cookery

6. Kevin's Bistro

7. 529 Uptown

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