36 Best Hot Spot restaurants in Headingley

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

1. The Keg Steakhouse + Bar - St. James

4.6

Exceptional(2476)

Price: Expensive

• Steakhouse • Birchwood/Silver Heights

Booked 46 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

2. Alena Rustic Italian

4.6

Exceptional(400)

Price: Moderate

• Italian • Winnipeg

Booked 12 times today

Coming Soon!

A photo of The Keg Steakhouse + Bar - Southside restaurant

3. The Keg Steakhouse + Bar - Southside

4.7

Exceptional(3320)

Price: Expensive

• Steakhouse • Southwest Winnipeg

Booked 63 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 James Avenue Pumphouse restaurant

4. James Avenue Pumphouse

4.6

Exceptional(449)

Price: Moderate

• International • Winnipeg

Booked 22 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!

5. Pizzeria Gusto

4.7

Exceptional(1649)

Price: Expensive

• Pizzeria • Academy Road

Booked 25 times today

Pizzeria Gusto is an extension of my dinner table, where friends, family and loved ones gather together to share conversation, laughter, food and wine. The aromas and sounds are a constant reminder of centuries old Italian traditions, which instantly welcome you to the family.We believe that pizza is the perfect food. A blank canvas that has unlimited possibilities in both taste and texture. By using fresh local produce and authentic Italian ingredients your experience will surely have you saying "Bellissimo"!Our wood burning oven comes from Reggelo, 20 km from Florence. The Valoriani oven is hand crafted by a family of artisans that has been perfecting their skills for 5 generations. Its domed brick roof and 650 degree temperature is the perfect vessel for creating the perfect pizza.

A photo of Cibo Waterfront Cafe restaurant

6. Cibo Waterfront Cafe

4.6

Exceptional(1803)

Price: Expensive

• Italian • Exchange District

Booked 26 times today

Cibo Waterfront Café is a fresh food, Mediterranean inspired café located right on the banks of the Red River. Open for lunch & dinner. Please note we do not accept reservations for the patio.

A photo of The Keg Steakhouse + Bar - Garry Street restaurant

7. The Keg Steakhouse + Bar - Garry Street

4.7

Exceptional(2617)

Price: Expensive

• Steakhouse • South Portage

Booked 44 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.

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

8. Earls Kitchen + Bar - 300 Main Street

4.6

Exceptional(452)

Price: Expensive

• American • Winnipeg

Booked 19 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. Immerse yourself in the local art scene as you admire our large-scale mural and the works of talented artists showcased throughout the space. 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!

A photo of Sunset Terrace at the Fort Garry Hotel restaurant

9. Sunset Terrace at the Fort Garry Hotel

new

4.0

Excellent(37)

Price: Expensive

• Tapas / Small Plates • Winnipeg

The Sunset Terrace, at the corner of Broadway and Garry Street is where cocktail bombs, artisanal dishes, freshly tinned conservas, libations, and live jazz on the weekends come together…Come cool down on our sun-drenched patio with a cocktail bomb made from the finest ingredients that fizz and dance around your glass infusing your favourite poisons (or non-poisons) with a burst of flavour!This year, our new menu features a premium selection of freshly tinned conservas from Spain, cheeses from Québec and house-made breads and sticks- sharing dishes that defy convention and expectations with innovative and audacious variations of tapas that push the boundaries of traditional flavors and presentation.We look forward to seeing you on the Terrace!

10. Gusto North

4.5

Awesome(341)

Price: Moderate

• Italian • South Portage

Booked 23 times today

Gusto NorthThe first outpost of local favourite Pizzeria Gusto, Gusto North is an extension of the flavours and feeling of being at an Italian family dinner table. Inspired by its original location on Academy Road, the Gusto team have brought a meticulously designed original menu and space to Hargrave St. Market's only full service sit down restaurant. Visit, and you’ll feel right at home in the heart of downtown.

Best Hot Spot restaurants in Headingley

Price

Cuisine (20 of 37)

36 restaurants available nearby

1. The Keg Steakhouse + Bar - St. James

2. Alena Rustic Italian

3. The Keg Steakhouse + Bar - Southside

4. James Avenue Pumphouse

5. Pizzeria Gusto

6. Cibo Waterfront Cafe

7. The Keg Steakhouse + Bar - Garry Street

8. Earls Kitchen + Bar - 300 Main Street

9. Sunset Terrace at the Fort Garry Hotel

10. Gusto North

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