Diners in Winnipeg Must-Visit Spots for Foodies

Diners in Winnipeg: Must-Visit Spots for Foodies

There’s nothing quite like the warm embrace of a hearty, nostalgic meal to soothe the soul. 

In our beloved city, we’re fortunate to have a treasure trove of diners and eateries that have perfected the art of serving up classic comfort food — the kind that’s been comforting generations.

So, if you’re ready to embark on a gastronomic adventure and discover the best places to indulge in diner classics that speak to your heart, then fasten your seatbelts (or aprons). 

Let’s dive into the world of Diner Classics in Winnipeg, where comfort food reigns supreme!

1. The Diner’s Grill 

Location405 Turenne St, Winnipeg, MB R2J 0S5, Canada
Websitehttp://www.thedinersgrill.com

https://www.instagram.com/dinergrill

Contact Details204 257 7427
Operating HoursMONDAY TO SUNDAY: 9 AM - 2 PM
Must-order ItemsBreakfast Burrito

Farmer Sausage & Egg

The Classic

Price$$ average

The Diner’s Grill is a relatively new restaurant in Winnipeg, having opened in June 2015. It was founded by two entrepreneurs who saw an opportunity to feed the many people working in the surrounding area. 

The restaurant quickly became known for its fresh food and good portions. The menu features a variety of classic diner fare, including burgers, sandwiches, salads, and breakfast items. 

The restaurant also sources many of its ingredients from local suppliers, whenever possible.

If you’re looking for a breakfast that’s as hearty as it is delicious, you can’t go wrong with its Breakfast Burrito. 

Packed with flavor, it features 2 eggs, local farmer sausage, deep-fried hash, a generous sprinkle of marble cheese, fresh green onions, and a dollop of sour cream and salsa on the side. 

It’s the perfect combination of savory and satisfying — a dish that’s sure to keep you fueled for the day ahead.

Pro Tip: 

The Diner’s Grill is a popular spot, so it’s always a good idea to make a reservation, especially if you’re dining with a large group or on a weekend night. You can make a reservation online or by calling the restaurant directly.

2. Dreamland Diner 

Location2615 Portage Ave, Winnipeg, MB R3J 0P7, Canada
Websitehttp://www.dreamlanddiner.com

https://www.instagram.com/dreamlanddiner

Contact Details204 504 6000
Operating HoursMONDAY TO SUNDAY: 12 PM - 9 PM
Must-order ItemsFunnel Cake Fries

Chicken Finger Meal

Smokie Meal

Price$ - $$ cheap - average

Dreamland Diner is a retro diner that has been serving up classic American comfort food since 1994. The diner is known for its friendly service, 1950s-inspired décor, and delicious food, including its famous milkshakes.

In recent years, Dreamland Diner has expanded its menu to include healthier options, such as grilled chicken and fish dishes. It also offers a variety of vegetarian and vegan options. 

However, the diner’s classic dishes, such as burgers, fries, and milkshakes, remain its most popular items.

Dreamland Diner’s Funnel Cake Fries are a delightful twist on a fairground favorite. 

These crispy, golden fries are dusted with powdered sugar and served with a delectable side of warm chocolate sauce, making them a must-order for anyone with a sweet tooth. They’re perfect as an indulgent snack or a shareable dessert.

For those looking for a heartier option, the Smokie Meal is a true crowd-pleaser. 

This dish features a juicy, perfectly grilled smokie sausage served in a fluffy bun and topped with a medley of savory condiments and your choice of sides, such as crispy French fries or coleslaw. 

It’s the quintessential comfort food experience, satisfying your cravings with every bite.

Pro Tip: 

The restaurant has limited parking, so consider carpooling or using public transportation if possible.

3. Olympia Diner 

Location3253 Portage Ave, Winnipeg, MB R3K 0W6, Canada
Websitehttp://www.olympiadiner.ca

https://www.instagram.com/olympiadiner/

Contact Details204 888 8884
Operating HoursTUESDAY - SUNDAY: 11:30 AM - 9 PM
Must-order ItemsCalamari

Saganaki

Bruschetta

Price$$ average

Over the years, the Olympia Diner has become a popular spot for locals and tourists alike, and it has been featured in numerous films and television shows. 

It is renowned for its extensive menu of Greek and Mediterranean cuisine, but two standout dishes are the Saganaki and Bruschetta. These culinary delights are the epitome of Mediterranean flavor.

Saganaki is a culinary spectacle and a real crowd-pleaser. Imported kefalotyri cheese is skillfully pan-fried to golden perfection and brought to your table still sizzling. 

The drama continues as the cheese is set alight, creating a dazzling display of flames. Served with warm pita bread and a side of creamy tzatziki sauce, this appetizer is an indulgent treat for the senses. 

The combination of crispy cheese, tender pita, and the refreshing tang of tzatziki will leave your taste buds craving more.

For a lighter but equally delightful option, the Bruschetta at Dreamland Diner features a medley of flavors, with baked tomatoes, onions, green olives, feta cheese, and a generous drizzle of garlic-infused olive oil. 

The result is a vibrant and satisfying appetizer that bursts with freshness and the bold notes of the Mediterranean. It’s an ideal choice for those looking for a delightful balance of sweet, savory, and tangy.

Pro Tip: 

Go for the early bird special. You can get a two-course meal for a discounted price. 

4. Boogie’s Diner & Sport Lounge 

Location1155 Main St, Winnipeg, MB R2W 3S4, Canada
Websitehttp://www.boogiesdiner.org

https://www.instagram.com/boogiesonmain/

Contact Details204 586 6599
Operating HoursSUNDAY TO WEDNESDAY: 9 AM - 1 AM

THURSDAY TO SATURDAY: 9 AM - 2 AM

Must-order ItemsB.L.T.C.

Denver Deluxe

The Breakfast Burger

Price$ - $$ cheap - average

Boogie’s Diner & Sport Lounge is a family-owned and operated restaurant that prides itself on serving up classic, hearty, and satisfying dishes. 

Two must-try items on the menu that are sure to tantalize your taste buds are the B.L.T.C. and the Breakfast Burger. The B.L.T.C. is a culinary masterpiece, featuring the traditional bacon, lettuce, and tomato sandwich with a delightful addition of cheese. 

Served alongside seasoned hash browns, it’s the perfect dish for those craving a classic with a twist. 

Meanwhile, the Breakfast Burger is a carnivore’s dream, featuring ground chuck cooked to perfection, topped with a fried egg, cheese, tomato, lettuce, and onion on a soft brioche bun. 

What makes this burger truly unique is Boogie’s own house sauce, a secret recipe that elevates the entire experience. 

Pro Tip: 

If you’re a sports fan, you’ll love Boogie’s. The restaurant has a large projector screen and several TVs, so you can catch all the big games. 

Plus, it has a great selection of appetizers and drinks to enjoy while you watch.

5. Diner’s Choice 

Location470 Osborne St, Winnipeg, MB R3L 2A5, Canada
Websitehttp://www.dinerschoicewinnipeg.com

https://www.instagram.com/dinerschoicewinnipeg/

Contact Details204 452 7915
Operating HoursSUNDAY, TUESDAY, WEDNESDAY, SATURDAY: 4 PM - 10 PM

MONDAY: 4 PM - 9 PM

THURSDAY AND FRIDAY: 11 AM - 10 PM

Must-order ItemsHoney Garlic Ribs (Stir Fried)

Diner’s Fried Rice (Chinese Style)

Teriyaki Beef (New Style)

Price$$ average

Diner’s Choice is a Chinese restaurant known for its large portions and affordable prices. 

The menu features a wide variety of Chinese dishes, including chow mein, fried rice, and chicken balls.

Imagine succulent pork ribs expertly stir-fried to perfection and generously coated in a glaze that seamlessly balances the sweet and savory. 

The Honey Garlic Ribs at Diner’s Choice is an unforgettable dish, offering a delectable mix of tender meat and crispy texture, all infused with sweet garlic sauce. Each bite is a harmonious explosion of flavors that will leave you craving more.

For those looking for a taste of modern Asian cuisine, the Teriyaki Beef at Diner’s Choice is a revelation. 

The thinly sliced beef is expertly grilled to tender perfection and generously coated in a house-made teriyaki sauce that’s a harmonious blend of sweetness and savory notes. 

Served with a side of steamed vegetables, this dish embodies the restaurant’s commitment to culinary excellence.

Pro Tip: 

The kitchen is happy to accommodate special requests, so if you have any dietary restrictions or allergies, be sure to let your server know.

6. Denny’s 

Location1750 Sargent Ave, Winnipeg, MB R3H 0C7, Canada
Websitehttps://www.dennys.ca/locations/winnipeg-sargent

https://www.instagram.com/dennysdiner/

Contact Details204 788 2016
Operating HoursOPEN 24 HOURS
Must-order ItemsBrisket Kicker BBQ Skillet

Plate Lickin’ Chicken Fried Chicken

LumberJack Slam with Pumpkin Pecan Pancakes

Price$$ average

The first Denny’s restaurant was opened in 1953 in Lakewood, California, and the chain has since grown to over 1,700 locations worldwide. 

The Denny’s menu features a wide variety of items, including breakfast, lunch, dinner, and dessert. One of the restaurant’s standout offerings is the “Brisket Kicker BBQ Skillet.” 

This delectable dish combines the rich flavors of slow-smoked brisket burnt ends with a crispy bed of hash browns, fajita vegetables, and melted cheddar cheese. 

The crispy hash browns provide the perfect base for the tender brisket, and the addition of onion rings and BBQ sauce adds a delightful touch of sweetness and crunch. 

It’s a must-try for both BBQ enthusiasts and those seeking a unique twist on classic comfort food.

Pro Tip: 

Ask the staff about joining the Denny’s rewards program. This free program gives you points for every dollar you spend at Denny’s. 

You can redeem your points for free food and drinks. 

7. Jolly Mug Restaurant 

Location1077 St Mary's Rd, Winnipeg, MB R2M 3T2, Canada
Websitehttps://www.instagram.com/thejollymug/
Contact Details204 256 4269
Operating HoursMONDAY: 8 AM - 7 PM

TUESDAY TO SATURDAY: 8 AM - 8 PM

SUNDAY: 9 AM - 7 PM

Must-order ItemsEggs Benedict

Mexican Omelette

Chicken Caesar Pita

Price$ - $$ cheap - average

In an era where fast food dominates, the Jolly Mug remains a beacon for those seeking a taste of genuine, homemade cuisine. 

The restaurant’s unpretentious atmosphere, complete with retro decor and friendly staff, transports patrons back in time, creating an authentic dining experience that’s increasingly rare in today’s world. 

It’s the kind of place where everyone feels like a regular, and newcomers are warmly welcomed into the fold.

The Egg Benedict is a shining star on its menu. Two perfectly poached eggs sit atop a bed of Canadian back bacon, all drenched in rich hollandaise sauce and nestled between halves of a toasted English muffin. 

The dish is served with a generous side of golden hash browns, creating a symphony of flavors and textures that are nothing short of delightful. 

This classic breakfast choice is a comfort food lover’s dream, and its consistent quality makes it a reason in itself to pay the Jolly Mug a visit.

Pro Tip: 

If you’re in a hurry or prefer to dine at home, Jolly Mug offers takeout. You can enjoy their tasty dishes in the comfort of your own space.

8. Junction 59. Roadhouse 

Location1615 Regent Ave W # 200, Winnipeg, MB R2C 5C6, Canada
Websitehttp://www.junction59roadhouse.com

https://www.instagram.com/junction59roadhouse

Contact Details204 654 3345
Operating HoursMONDAY TO THURSDAY: 11 AM - 11 PM

FRIDAY AND SATURDAY: 11 AM - 12 AM

SUNDAY: 11 AM - 10 PM

Must-order ItemsBaked French Onion Soup

Nashville Cauliflower

Steak Bites

Price$$ average

For those seeking a tantalizing introduction to Junction 59’s culinary offerings, there are two must-try items that capture the essence of the restaurant’s flavors. 

The Baked French Onion Soup is a delightful starter, prepared in-house with a perfect blend of provolone and asiago cheeses that create a rich, gooey topping. Served with crispy garlic toast, this soup is a comforting embrace on a cold Winnipeg evening.

Another must-order item is the Nashville Cauliflower. This unique dish takes the humble cauliflower to new heights, lightly battering and golden-frying it to crisp perfection. 

The cauliflower is then tossed in the restaurant’s signature Nashville sauce, offering a balance of sweet and spicy flavors. Served with pickles and a side of ranch, it’s an excellent choice for those looking to explore a distinctive twist on traditional bar food.

Junction 59 Roadhouse also has a full bar and a patio where guests can enjoy their meals on warm days. In addition to its regular menu, Junction 59 Roadhouse also hosts a variety of events, such as paint nights and live music.

Pro Tip: 

During the warmer months, Junction 59 offers outdoor seating. If you enjoy dining al fresco, this can be a great option.

9. The Don Restaurant 

Location120 Donald St #2, Winnipeg, MB R3C 4G2, Canada
Websitehttp://www.thedonrestaurantwinnipeg.com

https://www.instagram.com/thedonrestaurantandlounge/

Contact Details204 947 6644
Operating HoursTUESDAY TO FRIDAY: 7:30 AM - 2:30 PM

SATURDAY AND SUNDAY: 7:30 AM - 3 PM

Must-order ItemsSweet Morning

Hash Supreme

Smoked Ham Steak and Eggs

Price$$ average

The Don Restaurant has been serving up classic diner fare for over 60 years. It was founded in 1961 by Nick and Nellie Kolesnikoff, who immigrated to Canada from Ukraine in the 1950s. 

Over the years, The Don has expanded its menu to include a wider variety of dishes, but it remains committed to its diner roots. The menu at this restaurant is a tantalizing mix of traditional breakfast and brunch offerings with a dash of innovation. 

Its Sweet Morning breakfast option is a delectable delight that combines two succulent pork sausages or crispy smoked bacon strips with a choice of two French toast slices or fluffy pancakes. 

The perfect combination of sweet and savory, it’s a symphony of flavors that make it an absolute must-try.

Pro Tip: 

If you’re a fan of brunch, consider visiting on a Sunday. The Don offers a delectable Sunday brunch with a variety of breakfast and lunch options. 

It’s a great way to experience a wide range of its menu.