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Best Cozy Restaurants in Headingley

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32 restaurants available nearby

How are Featured results ranked

A photo of The Gates on Roblin restaurant
1. The Gates on Roblin
4.7
Exceptional(1037)
Price: Expensive
• Global, International • Headingley
Booked 7 times today
Come Home to The Gates!Nestled on the banks of the majestic Assiniboine River at the western edge of Winnipeg’s city limits, our beautifully restored country estate re-opened in August 2006 as the premier dining and banquet facility in Manitoba. Under new ownership and with a fresh new look, we provide world-class services, spectacular local cuisine, and an unparalleled ambience to meet your every need. Today, The Gates on Roblin spans the immaculate seven-acre property and include a state-of-the-art 16,000 square foot banquet hall, sophisticated lounge area, one of the best veranda's in Winnipeg, upscale private dining rooms, and of course our wonderful bakery. The Gates on Roblin has you covered for all your special occasions! Our pastry artists are pleased to create unique cakes for any of your entertaining needs, and our Executive Chef will prepare special menus for your next event in your home or office.
A photo of The Keg Steakhouse + Bar - St. James restaurant
2. The Keg Steakhouse + Bar - St. James
4.7
Exceptional(3354)
Price: Expensive
• Steakhouse • Birchwood/Silver Heights
Booked 31 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 Alena Rustic Italian restaurant
3. Alena Rustic Italian
4.8
Exceptional(707)
Price: Expensive
• Italian • Winnipeg
Booked 17 times today
Coming Soon!
A photo of Cafe Carlo restaurant
4. Cafe Carlo
4.7
Exceptional(2653)
Price: Expensive
• Italian • Little Italy/Corydon Village
Booked 20 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.
A photo of Next Door restaurant
5. Next Door
4.6
Exceptional(74)
Price: Moderate
• Pub • Winnipeg
Booked 6 times today
Led by Good Neighbour Brewing Co, Next Door is a restaurant and neighbourhood gathering space – located right next to the brewery on Sherbrook Street – made for good beer, good eats, and good times!Our friends Stefan, Nyk, and Jesse (from Kosmo's Food Cantina and Hoagie Boyz) are powering the food menu with fun new takes on everyday food done really well and, of course, made to have you reaching for your pint of beer.Interested in hosting an event with us? Give us a shout at hello@nextdoorwpg.com and we can chat about what the event could look like including custom menus, signature cocktails, or maybe even a brewery tour.
A photo of Tavern On King Edward restaurant
6. Tavern On King Edward
new
4.9
Exceptional(12)
Price: Moderate
• Canadian • Winnipeg
Booked 12 times today
The Tavern Collective is a modern take on the public house - proudly Canadian-owned with a global flare. We bring together steampunk vibes, nostalgic arcade games, and a laid-back atmosphere that’s made for real connections. With a soundtrack that sets the tone, a menu full of bold, crowd-pleasing flavours, and uncommonly good service, we’re all about bringing people together and creating memories that last.
A photo of Cibo Waterfront Cafe restaurant
7. Cibo Waterfront Cafe
4.8
Exceptional(2156)
Price: Expensive
• Italian • Exchange District
Booked 35 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 Kevin's Bistro restaurant
8. Kevin's Bistro
4.7
Exceptional(473)
Price: Moderate
• Comfort Food • Exchange District
Booked 6 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!
A photo of Peasant Cookery restaurant
9. Peasant Cookery
4.5
Awesome(1644)
Price: Expensive
• Contemporary European • Exchange District
Booked 10 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 The Keg Steakhouse + Bar - Garry Street restaurant
10. The Keg Steakhouse + Bar - Garry Street
4.7
Exceptional(3463)
Price: Expensive
• Steakhouse • South Portage
Booked 40 times today
The Keg Steakhouse & 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 & 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.

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