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Check availability on Headingley Hotels with a Bar

Our top choices for Headingley hotels with a bar

Exterior
The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel
4.0 star property
Downtown Winnipeg
9.2 out of 10, Wonderful, (1008)
"Great bar/restaurant, very nice rooms, and staff were friendly and accommodating."
Canada
Pietro
The price is 3.068.704 ₫
3.630.278 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel
Lounge
The Grand Winnipeg Airport Hotel by Lakeview

The Grand Winnipeg Airport Hotel by Lakeview

The Grand Winnipeg Airport Hotel by Lakeview
4.0 star property
Winnipeg
9.2 out of 10, Wonderful, (1208)
"Nice quiet room and easy check in. "
Canada
Annya
The price is 2.905.384 ₫
3.437.369 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Grand Winnipeg Airport Hotel by Lakeview
Restaurant
Alt Hotel Winnipeg

Alt Hotel Winnipeg

Alt Hotel Winnipeg
3.0 star property
Downtown Winnipeg
9.0 out of 10, Wonderful, (1146)
"Great stay!"
Canada
Brendan
The price is 2.656.234 ₫
3.142.382 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Alt Hotel Winnipeg
Terrace/patio
Best Western Premier Winnipeg East

Best Western Premier Winnipeg East

Best Western Premier Winnipeg East
3.5 star property
Transcona
9.0 out of 10, Wonderful, (1038)
"Awesome place to stay - highly recommend!"
Canada
Jay
The price is 2.679.028 ₫
3.169.290 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Premier Winnipeg East
Exterior
Lakeview Signature, Trademark Collection by Wyndham

Lakeview Signature, Trademark Collection by Wyndham

Lakeview Signature, Trademark Collection by Wyndham
3.0 star property
Winnipeg
9.0 out of 10, Wonderful, (2440)
"Was a great stay"
Canada
David
The price is 2.907.525 ₫
3.439.602 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Lakeview Signature, Trademark Collection by Wyndham
Outdoor spa tub
Hilton Garden Inn Winnipeg South

Hilton Garden Inn Winnipeg South

Hilton Garden Inn Winnipeg South
3.0 star property
Winnipeg
9.0 out of 10, Wonderful, (1010)
"Always enjoy my stay here!"
Canada
Susan
The price is 2.929.070 ₫
3.465.089 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Winnipeg South
Breakfast, lunch, dinner served; local cuisine
Radisson Hotel Winnipeg Downtown

Radisson Hotel Winnipeg Downtown

Radisson Hotel Winnipeg Downtown
3.5 star property
Downtown Winnipeg
8.2 out of 10, Very good, (1158)
"Awesome stay, I will be back next time I am in Winnipeg"
Canada
Tyler
The price is 2.389.635 ₫
2.826.938 ₫ total
includes taxes & fees
26 Dec - 27 Dec
Radisson Hotel Winnipeg Downtown
Front of property
Inn At The Forks

Inn At The Forks

Inn At The Forks
3.5 star property
Downtown Winnipeg
9.0 out of 10, Wonderful, (1006)
"Hotel is a wonderful area. Clean rooms, and very comfortable beds! "
Canada
Hannah
The price is 3.610.240 ₫
4.270.914 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Inn At The Forks
Indoor pool, open 9:30 AM to 10:00 PM, pool loungers
Travelodge by Wyndham Winnipeg East

Travelodge by Wyndham Winnipeg East

Travelodge by Wyndham Winnipeg East
2.0 star property
St. Vital
8.0 out of 10, Very good, (1584)
"Always a good stay … friendly staff "
Canada
burke
The price is 1.850.964 ₫
2.189.690 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Travelodge by Wyndham Winnipeg East
Front of property
Mere Hotel

Mere Hotel

Mere Hotel
3.5 star property
Exchange District
9.0 out of 10, Wonderful, (1247)
"Great stay"
Canada
Lindsay
The price is 2.846.168 ₫
3.367.016 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Mere Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Headingley Hotel Reviews

Birchwood Inn, BW Premier Collection

Birchwood Inn, BW Premier Collection

10/10 Excellent
"Rooms renovated recently and very clean. "
jeff 1-night trip
Posted 4 days ago
Birchwood Inn, BW Premier Collection

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Frequently asked questions

Searching for hotels with bars in Headingley?
Let Expedia help you find the perfect hotel in Headingley or in the larger area that has a bar where you can enjoy an evening cocktail. While you're here, consider a visit to Thunder Rapids Fun Park and John Blumberg Golf Course.
What is there to do in Headingley?
To experience the area's highlights, consider visiting BellMTS Iceplex, Red River Exhibition Park and Assiniboia Downs, and then find a cosy spot for a nightcap. Other places to see include Thunder Rapids Fun Park and John Blumberg Golf Course. Headingley is appreciated for its coffee shops.
When is the best time to visit Headingley?
Visiting local bars in Headingley is more fun when the weather is good. These temperatures and rainfall averages can help you decide the best time for bar-hopping. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are February and January, with an average of -12°C. The snowiest months in Headingley are November, October, January and April, with each month seeing an average of 14 cm of snowfall.
How can I get to Headingley and around the area?
You might want to make the most of these transportation options in and around Headingley: Fly into Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.), which is located 7.9 mi (12.7 km) away from the heart of the city. If you'd like to explore around the area, consider renting a car to explore more sights.