Headingley Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Headingley
Motel 6 Headingley, MB - Winnipeg West
4400 Portage Avenue Headingley MB
Fully refundable
The price is 1.813.115 ₫ per night from 18 Jan to 19 Jan
1.813.115 ₫
2.030.598 ₫ total
18 Jan - 19 Jan
includes taxes & fees
9/10 Wonderful! (1,312 reviews)
Friendly staff
Reviewed on 10 Jan 2026
Best Western Plus Winnipeg West
4140 Portage Avenue Headingley MB
Fully refundableReserve now, pay when you stay
The price is 3.296.040 ₫ per night from 25 Jan to 26 Jan
3.296.040 ₫
3.691.564 ₫ total
25 Jan - 26 Jan
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Everything
Reviewed on 5 Jan 2026
Victoria Inn Hotel and Convention Centre Winnipeg
1808 Wellington Ave Winnipeg MB
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (2,709 reviews)
Yes
Reviewed on 5 Jan 2026
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.
Popular places to visit
John Blumberg Golf Course
Enjoy a round of golf in Headingley at John Blumberg Golf Course. Experience the area's fascinating museums or attend a sporting event.
John Blumberg Softball Complex
Catch an event at John Blumberg Softball Complex during your trip to Headingley. Stroll along the riverfront or attend a sporting event in the area.
Thunder Rapids Fun Park
Bring your family to Thunder Rapids Fun Park and enjoy this exciting theme park in Headingley. Stroll along the riverfront or attend a sporting event in the area.
