Best Cozy Restaurants in Headingley

26 restaurants available nearby

A photo of The Keg Steakhouse + Bar - St. James restaurant

1. The Keg Steakhouse + Bar - St. James

4.6

Exceptional(3206)

Price: Expensive

• Steakhouse • Birchwood/Silver Heights

Booked 57 times today

The Keg Steakhouse and Bar serves the finest cuts of succulent steak, aged for tenderness and grilled to perfection. Prime rib is a Keg specialty, slow roasted, hand carved and perfectly seasoned with special Keg spices. The restaurant also serves delicious seafood, memorable appetizers, crisp salads and decadent desserts. A casual ambiance and friendly, very knowledgeable staff are proud and reliable trademarks of The Keg Steakhouse and Bar. You will find a truly comfortable and satisfying dining atmosphere accompanied by a fun and up-scale bar setting where guests can enjoy an excellent wine list, signature Keg martinis, and fresh squeezed juice cocktails.

A photo of Gather Craft Kitchen & Bar at Assiniboine Park restaurant

2. Gather Craft Kitchen & Bar at Assiniboine Park

4.7

Exceptional(1293)

Price: Expensive

• Contemporary Canadian • Winnipeg

Booked 40 times today

Welcome to Gather Craft Kitchen & Bar –Globally Inspired Modern Prairie CuisineAround the world, people gather with food for celebration, ceremony, and connection. Gather Craft Kitchen & Bar, located in The Leaf at Assiniboine Park, explores food from across cultures, incorporating fresh, locally-sourced, and seasonal ingredients from our gardens. Craveable dishes incorporate traditional flavours and techniques from around the world, inspired by the nature that surrounds us all. Pickled, preserved, fermented or straight off the vine, local ingredients are creatively prepared to highlight the amazing growers and farmers in Manitoba. Inventive, botanical cocktails made with herbs grown in-house, seasonal fruits, and house-made syrups will delight the senses.

3. Kevin's Bistro

4.6

Exceptional(421)

Price: Moderate

• Comfort Food • Exchange District

Booked 19 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!

4. Cafe Carlo

4.7

Exceptional(2593)

Price: Expensive

• Italian • Little Italy/Corydon Village

Booked 19 times today

One of Winnipeg’s most loved and consistent neighbourhood restaurants, Cafe Carlo’s warm, unpretentious atmosphere has been a staple since 1989. Cafe Carlo’s food and drinks are a big hello to the full flavours of the world with a flirtatious wink to Italy. Created to be craved with delicious dishes like Fett Chile, sometimes classic, sometimes modern and always fresh. Cafe Carlo’s sharing plates, pastas, seafood and daily specials offer something to be savoured with a big glass of wine or a cocktail.Join us for a satisfying experience as you run in to friends or make new ones.

5. Peasant Cookery

4.5

Awesome(1606)

Price: Expensive

• Contemporary European • Exchange District

Booked 13 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.

A photo of Cibo Waterfront Cafe restaurant

6. Cibo Waterfront Cafe

4.7

Exceptional(2106)

Price: Expensive

• Italian • Exchange District

Booked 23 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 Velvet Glove Restaurant - The Fairmont Winnipeg restaurant

7. Velvet Glove Restaurant - The Fairmont Winnipeg

4.6

Exceptional(372)

Price: Moderate

• Unspecified • Exchange District

Booked 12 times today

Nestled in the heart of Winnipeg, Velvet Glove offers a refined dining experience that offers contemporary Manitoba flare using fresh, locally sourced produce and ingredients.

A photo of Earls Kitchen + Bar - 300 Main Street restaurant

8. Earls Kitchen + Bar - 300 Main Street

4.4

Awesome(778)

Price: Expensive

• American • Winnipeg

Booked 96 times today

Welcome to Earls 300 Main, the vibrant heartbeat of downtown Winnipeg. Located near Canada Life Centre and Shaw Park, our restaurant is the perfect gathering place for sports enthusiasts seeking delicious food before or after the game. Host your corporate lunches and dinners with ease and enjoy the abundance of fresh plants and greenery as it creates a refreshing and inviting atmosphere for all to enjoy. As an added convenience, we also provide free heated underground parking accessible via Fort Street. Indulge in our daily features, unwind during Happy Hour, and keep the night going with late-night Happy Hour. Join us and experience the vibrant culinary and cultural scene of downtown Winnipeg. Your table is ready. We can't wait to see you!Receive free parking validation weeknights from 4:00 PM to close, weekends + holidays all day. Please note if you arrive before 4:00 PM you will not qualify for free parking validation.

A photo of James Avenue Pumphouse restaurant

9. James Avenue Pumphouse

4.7

Exceptional(800)

Price: Moderate

• International • Winnipeg

Booked 31 times today

James Avenue Pumphouse is described as having a charming and inviting atmosphere. Reviewers love the unique setting, with one saying it's the 'coolest restaurant in the city' and others praising its historical ambiance. The restaurant's ambiance is highlighted by its open concept and cool modern decor, making it a fun place to dine. Despite the noise level, the ambience is overall highly recommended.

A photo of Vida Cucina Italia at The Fort Garry Hotel restaurant

10. Vida Cucina Italia at The Fort Garry Hotel

4.7

Exceptional(197)

Price: Very Expensive

• Italian • Winnipeg

Booked 7 times today

Traditional Italian cuisine with a modern twist - Vida Cucina Italia by Italy's culinary master, Chef Rosanna Marziale and Resident Chef Fabrizio Rossi combines passion, attention to detail and the finest ingredients from Italy together with a flawless execution. Located in the historical Fort Garry Hotel - adding a touch of both modern dining and old-world charm.

‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

See what locals rave about

From verified diners like you

G
Grace
Winnipeg / Manitoba •7 reviews
5.0
Dined today
Thank you for the server who acknowledged my complaint about the sides coming to us cold. The steak wasn’t perfect as usual. The kitchen manager did come over and asked me if I wanted to replace my sides. I already had boxed the steak and sides so I said no that’s okay. They provided a Desert for us to share. As we did pay separately, it would have been nice to offer a shared desert and reduce my bill by removing the cost of the steak.
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The Keg Steakhouse + Bar - St. JamesPrice: Expensive• Steakhouse• Birchwood/Silver Heights
•
4.6
S
Shannon
Winnipeg / Manitoba •6 reviews
5.0
Dined 1 day ago
Consistently amazing food-no complaints and satisfaction above and beyond expectations!
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Cafe CarloPrice: Expensive• Italian• Little Italy/Corydon Village
•
4.7
G
Gary
Winnipeg / Manitoba •9 reviews
5.0
Dined 3 days ago
January 8, 2024 It was our first time going to Kevin's Bistro and won't be our last. It was great service starting from greeting us at the door to paying the bill. My wife had the Shrimp Tacos and I had the Chicken Tacos both were outstanding. We were going to the Centennial Concert hall after dinner which was a short three minute walk. We highly recommend them if your in the area.
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Kevin's BistroPrice: Moderate• Comfort Food• Exchange District
•
4.6
K
Karla
Winnipeg / Manitoba •1 review
5.0
Dined 3 days ago
Great value for your money, absolutely great tasting food and awesome staff.
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Gather Craft Kitchen & Bar at Assiniboine ParkPrice: Expensive• Contemporary Canadian• Winnipeg
•
4.7
D
David
Winnipeg / Manitoba •1 review
5.0
Dined on Dec 28, 2024
It was fantastic! Awesome waiter, great service, delicious food, cozy table - see you again! 😍
More info
Peasant CookeryPrice: Expensive• Contemporary European• Exchange District
•
4.5

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Headingley

Best Cozy Restaurants in Headingley

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26 restaurants available nearby

1. The Keg Steakhouse + Bar - St. James

2. Gather Craft Kitchen & Bar at Assiniboine Park

3. Kevin's Bistro

4. Cafe Carlo

5. Peasant Cookery

6. Cibo Waterfront Cafe

7. Velvet Glove Restaurant - The Fairmont Winnipeg

8. Earls Kitchen + Bar - 300 Main Street

9. James Avenue Pumphouse

10. Vida Cucina Italia at The Fort Garry Hotel

See what locals rave about

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