
Headingley Holidays
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Your Headingley Holiday
Book a customised Headingley holiday package that includes everything you need and nothing you don't. Great for markets, cycling and cafes, think about basing yourself in the neighbourhood of Downtown Winnipeg. Love to get out and explore? BellMTS Iceplex, Assiniboia Downs and Unicity Mall are just a few of the top places to visit during your trip to Headingley. Your ideal Headingley holiday is just clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your style.
Headingley Holiday
Headingley Essential Information
Language | English |
---|---|
Currency | Canadian dollars |
Closest Airport | Winnipeg James Armstrong Richardson Intl. Airport (YWG) |
Population | 3,200 |
Max Temp Winter | -11.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Assiniboine Park Zoo, Celebrations Dinner Theatre and Burton Cummings Theatre |
Our pick of the best Headingley Hotel Deals

Best Western Plus Winnipeg West
4140 Portage Avenue, Headingley, MB
Fully refundableReserve now, pay when you stay
The price is AU$198 per night from 31 Aug to 1 Sept
AU$198
31 Aug - 1 Sept
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"Nice, spacious room."
Reviewed on 18 Aug. 2025

Motel 6 Headingley, MB - Winnipeg West
4400 Portage Avenue, Hwy 101 North, Headingley, MB
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 14 Sept to 15 Sept
AU$193
14 Sept - 15 Sept
includes taxes & fees
9/10 Wonderful! (1,134 reviews)
"It was very clean, quiet and the beds were so comfortable! The continental breakfast was lacking in options and availability. The coff and additives were excellent 👍. Overall I am impressed and would recommend this hotel to everyone"
Reviewed on 17 Aug. 2025

Birchwood Inn, BW Premier Collection
2520 Portage Ave, Winnipeg, MB
Fully refundableReserve now, pay when you stay
The price is AU$231 per night from 7 Sept to 8 Sept
AU$231
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,233 reviews)
"Older property but clean and quiet. Easy to get to."
Reviewed on 18 Aug. 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.