Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. Canada
  3. Winnipeg / Manitoba

Best Comfort Food Restaurants in Headingley

Price
Cuisine
Regions
Neighborhoods
Top Rated
Dining Options
Seating Options
Accessibility

10 restaurants available nearby

A photo of Silver Heights Restaurant & The Heights Lounge restaurant
1. Silver Heights Restaurant & The Heights Lounge
new
4.4
Awesome(19)
Price: Moderate
• Canadian • Richmond West
Booked 1 time today
The Silver Heights Restaurant opened its doors at 2169 Portage Avenue in June, 1957. Former cabbie Anthony Siwicki Sr. had no idea it would still be going strong today! His operating philosophy was simple: “Provide your guests with quick and friendly service, and to serve fresh, delicious quality food at a reasonable price”…and to keep it that way. The restaurant is now in its third generation going forward.Silver Heights Restaurant was slowly transformed from a coffee shop into a lounge and dining room and bar. The adjoining hardware store on the East side became the dining room. In 1964 Tony bought out his three partners and his three sons Jim, Dave and Allan have grown the business.
A photo of Underdogs restaurant
2. Underdogs
4.4
Awesome(132)
Price: Moderate
• American • Birchwood/Silver Heights
Booked 3 times today
Underdogs is a new local restaurant with creative comfort FOOD and a tasty BOOZE selection. We’re your home to enjoy the game or RALLY with your friends!
A photo of Kevin's Bistro restaurant
3. Kevin's Bistro
4.6
Exceptional(415)
Price: Moderate
• Comfort Food • Exchange District
Booked 14 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 The Rec Room - Winnipeg Seasons of Tuxedo restaurant
4. The Rec Room - Winnipeg Seasons of Tuxedo
3.9
Excellent(357)
Price: Moderate
• Contemporary Canadian • Southwest Winnipeg
Booked 10 times today
The Rec Room redefines the meaning of fun with exciting arcade games, attractions, mouth-watering eats and live entertainment all packed under one roof. We’re Canada’s premier “eats & entertainment” hot spot!For reservations of parties of 13 guests or more, please call the venue directly. We kindly request our guests refrain from making multiple reservations for a single large party. While we will do our best to accommodate large groups, we cannot guarantee multiple reservations will be seated together.
A photo of James Avenue Pumphouse restaurant
5. James Avenue Pumphouse
4.7
Exceptional(787)
Price: Moderate
• International • Winnipeg
Booked 19 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!
A photo of Cafe Carlo restaurant
6. Cafe Carlo
4.7
Exceptional(2585)
Price: Expensive
• Italian • Little Italy/Corydon Village
Booked 10 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 Peasant Cookery restaurant
7. Peasant Cookery
4.5
Awesome(1601)
Price: Expensive
• Contemporary European • Exchange District
Booked 16 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 Next Door restaurant
8. Next Door
4.7
Exceptional(34)
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 Montana's BBQ & Bar - Winnipeg - Polo Park restaurant
9. Montana's BBQ & Bar - Winnipeg - Polo Park
4.1
Excellent(13)
Price: Moderate
• Unspecified • Winnipeg
Booked 1 time today
Montana's BBQ & BAR is a Canadian comfort food restaurant and sports bar that is famous for barbecue cuisine. Enjoy in-house smoked pork ribs, beef brisket, grilled steaks and juicy burgers which are paired perfectly with catching the game. Montana's Winnipeg celebrates fun-to-eat, finger-licking smoked and barbecued comfort food that breaks the 'proper' rules. Located near Scotiabank Theatre & Sargent Park in the heart of Polo Park. Experience the fun, casual and unpretentious vibe, where you can laugh heartily, cheer on the game and enjoy your friends and family. We can't wait to serve you.
A photo of Montana's BBQ & Bar - Winnipeg - Sterling Lyon restaurant
10. Montana's BBQ & Bar - Winnipeg - Sterling Lyon
4.0
Excellent(0)
Price: Moderate
• Unspecified • Winnipeg
Montana's BBQ & BAR is a Canadian comfort food restaurant and sports bar that is famous for barbecue cuisine. Enjoy in-house smoked pork ribs, beef brisket, grilled steaks and juicy burgers which are paired perfectly with catching the game. Montana's Winnipeg celebrates fun-to-eat, finger-licking smoked and barbecued comfort food that breaks the 'proper' rules. Located near Eric Coy Arena & Assiniboine Park Zoo in the Southern end of Winnpeg. Experience the fun, casual and unpretentious vibe, where you can laugh heartily, cheer on the game and enjoy your friends and family. We can't wait to serve you.

See what locals rave about

From verified diners like you
From verified diners like you

Explore OpenTable

Discover
OpenTable
  • About Us
  • Blog
  • Careers
  • Press
More
Our sites
Businesses
  • Delight more diners
Join us on
  • Privacy Policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Cookie Preferences
Copyright © 2024 OpenTable, Inc. 1 Montgomery St Ste 500, San Francisco CA 94104 - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo