
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$199 per night from 24 Aug to 25 Aug
AU$199
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"The room was spacious and clean. The bed was comfortable."
Reviewed on 3 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$194 per night from 25 Aug to 26 Aug
AU$194
25 Aug - 26 Aug
includes taxes & fees
9/10 Wonderful! (1,129 reviews)
"This is the best Motel 6 we’ve ever stayed in. If you’re on road trip across Canada, location is very convenience. Just on highway and close to shops. Room is very clean and comfortable. Staff is very friendly. Plenty of parking space, there’s security also, so it’s safe. There was free slurpee, ..."
Reviewed on 4 Aug. 2025

Birchwood Inn, BW Premier Collection
2520 Portage Ave, Winnipeg, MB
Fully refundableReserve now, pay when you stay
The price is AU$232 per night from 7 Sept to 8 Sept
AU$232
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,221 reviews)
"Very nice"
Reviewed on 5 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.