Find Hotels with Bars in Headingley

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Check availability on Headingley Hotels with Bars

Our top choices for Headingley hotels with a bar

2 restaurants, breakfast, lunch, dinner served; Italian cuisine
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, (1010)
"Great bar/restaurant, very nice rooms, and staff were friendly and accommodating."
Canada
Pietro
The price is SAR 435
SAR 515 total
includes taxes & fees
1 Jan - 2 January 2026
The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel
Lobby
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, (1200)
"Very close to the airport and an easy check-in/out process"
Canada
Olatunji
The price is SAR 561
SAR 663 total
includes taxes & fees
2 Jan - 3 January 2026
The Grand Winnipeg Airport Hotel by Lakeview
Exterior
Hampton Inn by Hilton Winnipeg Downtown

Hampton Inn by Hilton Winnipeg Downtown

2.5 star property
Downtown Winnipeg
9.4 out of 10, Exceptional, (529)
"Amazing staff and very nice rooms"
Canada
Monique
The price is SAR 431
SAR 510 total
includes taxes & fees
16 Dec - 17 Dec
Hampton Inn by Hilton Winnipeg Downtown
Exterior
Hilton Garden Inn Winnipeg South

Hilton Garden Inn Winnipeg South

3.0 star property
Winnipeg
9.0 out of 10, Wonderful, (1003)
"Rooms were spacious and clean, staff was very friendly."
Canada
Rob
The price is SAR 436
SAR 515 total
includes taxes & fees
4 Jan - 5 January 2026
Hilton Garden Inn Winnipeg South
Premium bedding, pillowtop beds, desk, blackout drapes
Radisson Hotel Winnipeg Downtown

Radisson Hotel Winnipeg Downtown

3.5 star property
Downtown Winnipeg
8.2 out of 10, Very Good, (1151)
"Awesome stay, I will be back next time I am in Winnipeg"
Canada
Tyler
The price is SAR 293
SAR 347 total
includes taxes & fees
21 Dec - 22 Dec
Radisson Hotel Winnipeg Downtown
Front of property
Inn At The Forks

Inn At The Forks

3.5 star property
Downtown Winnipeg
9.0 out of 10, Wonderful, (1001)
"Hotel is a wonderful area. Clean rooms, and very comfortable beds! "
Canada
Hannah
The price is SAR 512
SAR 606 total
includes taxes & fees
10 Dec - 11 Dec
Inn At The Forks
Terrace/patio
Best Western Premier Winnipeg East

Best Western Premier Winnipeg East

3.5 star property
Transcona
9.0 out of 10, Wonderful, (1033)
"Awesome place to stay - highly recommend!"
Canada
Jay
The price is SAR 380
SAR 450 total
includes taxes & fees
4 Jan - 5 January 2026
Best Western Premier Winnipeg East
Indoor pool
Birchwood Inn, BW Premier Collection

Birchwood Inn, BW Premier Collection

3.0 star property
Birchwood
8.8 out of 10, Excellent, (1218)
"Rooms were clean and such a good family friendly environment with the pool/play area!"
Canada
Haley
The price is SAR 463
SAR 548 total
includes taxes & fees
2 Jan - 3 January 2026
Birchwood Inn, BW Premier Collection
Exterior
Holiday Inn & Suites Winnipeg Downtown by IHG

Holiday Inn & Suites Winnipeg Downtown by IHG

3.0 star property
Downtown Winnipeg
7.4 out of 10, Good, (44)
"Easy parking and access, clean and comfortable room, staff was pleasant and helpful, restaurant on site, food was very good, pool and hot tub a bonus. An excellent choice for a place to stay downtown. I would definitely stay here again."
Canada
Mary Jane
The price is SAR 312
SAR 369 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn & Suites Winnipeg Downtown by IHG
Lobby
Mere Hotel

Mere Hotel

3.5 star property
Exchange District
9.0 out of 10, Wonderful, (1248)
"Great stay"
Canada
Lindsay
The price is SAR 350
SAR 414 total
includes taxes & fees
23 Dec - 24 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.
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Top Headingley Hotel Reviews

Canad Inns Destination Centre Fort Garry

Canad Inns Destination Centre Fort Garry

10/10 Excellent
"Great room & staff!"
Leonard 5-night trip
Posted 12 hours ago
Canad Inns Destination Centre Fort Garry

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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 unwind with a refreshing drink. While you're here, consider a visit to Thunder Rapids Fun Park and John Blumberg Golf Course.
What are the best hotels with bars in Headingley?
Here are some top hotels with bars in and around Headingley: Motel 6 Headingley, MB - Winnipeg West: Hotel with restaurant. Enjoy the bar, free WiFi, and free water park access. Best Western Plus Winnipeg West: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and free parking. Victoria Inn Hotel and Convention Centre Winnipeg: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Sandman Hotel & Suites Winnipeg Airport: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and full-service spa. Canad Inns Destination Centre Club Regent Casino Hotel: Hotel with restaurant. Enjoy the bar, free WiFi, and room service.
What is there to do in Headingley?
To experience the area's highlights, consider visiting Red River Exhibition Park, Assiniboia Downs, and Unicity Mall, and then find a cozy spot for a nightcap. Other places to see include Thunder Rapids Fun Park and John Blumberg Golf Course. Headingley is appreciated for its coffeehouses.
When is the best time to visit Headingley?
Visiting local bars in Headingley is more fun in good weather. These temperatures and rainfall averages can help you choose the best time for bar hopping. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are February and January with an average of 11°F. The snowiest months in Headingley are November, October, January, and April, with each month seeing an average of 6 inches 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 James Armstrong Richardson Intl. Airport (YWG), 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, you may want a rental car for your journey.